Product Name

  • Name

    2-Amino-5-chlorobenzophenone

  • EINECS 211-949-7
  • CAS No. 719-59-5
  • Article Data107
  • CAS DataBase
  • Density 1.274 g/cm3
  • Solubility insoluble
  • Melting Point 96-98 °C(lit.)
  • Formula C13H10ClNO
  • Boiling Point 424.3 °C at 760 mmHg
  • Molecular Weight 231.681
  • Flash Point 210.4 °C
  • Transport Information
  • Appearance yellow powder
  • Safety 26-36
  • Risk Codes 36/37/38-22-20/21/22
  • Molecular Structure Molecular Structure of 719-59-5 (2-Amino-5-chlorobenzophenone)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms (2-amino-5-chlorophenyl)(phenyl)methanone;Aminoketone;Benzophenone, 2-amino-5-chloro- (8CI);5-Chloro-2-aminobenzophenone;Benzophenone, 2-amino-5-chloro-;(2-amino-5-chloro-phenyl)-phenyl-methanone;(2-Amino-5-chlorophenyl)phenylmethanone;Methanone, (2-amino-5-chlorophenyl)phenyl-;2-Benzoyl-4-chloroaniline;2-Amino-5-chlorobenzylphenone;
  • PSA 43.09000
  • LogP 3.73440

Synthetic route

5-chloro-3-phenylanthranil
719-64-2

5-chloro-3-phenylanthranil

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With trimethylsilyl iodide; water In acetonitrile at 20℃; for 0.2h;98%
Stage #1: 5-chloro-3-phenylanthranil With iron In ethanol for 0.5h; Reflux;
Stage #2: With sulfuric acid In ethanol for 1h; Reflux;
95.1%
With aluminium trichloride; zinc In tetrahydrofuran for 6h; Ambient temperature;92%
2-amino-5-chlorobenzonitrile
5922-60-1

2-amino-5-chlorobenzonitrile

phenylboronic acid
98-80-6

phenylboronic acid

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water In 2-methyltetrahydrofuran at 80℃; for 36h; Schlenk technique;96%
With [2,2]bipyridinyl; methanesulfonic acid; palladium(II) trifluoroacetate In tetrahydrofuran; water at 80℃; for 36h;
2-Amino-5-chlorobenzophenone N,N-dimethylhydrazone

2-Amino-5-chlorobenzophenone N,N-dimethylhydrazone

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With triethylene diamine nickel thiosulfate; water In chloroform at 20℃; for 0.166667h; Hydrolysis;92%
2-amino-5-chlorobenzonitrile
5922-60-1

2-amino-5-chlorobenzonitrile

sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With p-nitrobenzenesulfonic acid; palladium diacetate In tetrahydrofuran; water at 80℃; for 48h; Inert atmosphere; Schlenk technique;92%
benzamide
55-21-0

benzamide

4-chloro-aniline
106-47-8

4-chloro-aniline

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
Stage #1: benzamide; 4-chloro-aniline With tin(ll) chloride at 123 - 250℃; for 4h;
Stage #2: With potassium chloride at 95 - 130℃; for 4h;
Stage #3: With phosphoric acid for 23h; Concentration; Temperature; Reflux;
91%
7-Chlor-2-methylthio-5-phenyl-3H-1,3,4-benzotriazepin
105448-12-2

7-Chlor-2-methylthio-5-phenyl-3H-1,3,4-benzotriazepin

A

methylthiol
74-93-1

methylthiol

B

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With hydrogenchloride for 10h;A n/a
B 83.4%
4-chloro-aniline
106-47-8

4-chloro-aniline

benzonitrile
100-47-0

benzonitrile

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With gallium(III) trichloride; boron trichloride In chlorobenzene at 100℃; for 20h;81%
With gallium(III) trichloride; boron trichloride 1.) CH2Cl2, 1,1,2,2-tetrachloroethane, 0 deg C, 2.) 1,1,2,2-tetrachloroethane, 100 deg C, 5 h; Yield given. Multistep reaction;
5-chloro-3-phenylanthranil
719-64-2

5-chloro-3-phenylanthranil

phenylboronic acid
98-80-6

phenylboronic acid

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

(5-chloro-2-(phenylamino)phenyl)(phenyl)methanone
108694-41-3

(5-chloro-2-(phenylamino)phenyl)(phenyl)methanone

Conditions
ConditionsYield
With potassium carbonate; copper dichloride In dimethyl sulfoxide at 100℃; for 6h; Reagent/catalyst; Solvent; Sealed tube;A 17%
B 81%
4-chloro-aniline
106-47-8

4-chloro-aniline

benzoyl chloride
98-88-4

benzoyl chloride

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With antimony(III) oxide In dichloromethane at 15℃; for 2h; Temperature;78%
Stage #1: 4-chloro-aniline; benzoyl chloride With antimony(III) trioxide In dichloromethane at 15℃; for 2h; Friedel-Crafts Acylation;
Stage #2: With nitric acid In dichloromethane at 10 - 45℃; for 11.5h; Temperature;
77%
With dysprosium((III) oxide In tetrachloromethane at 15℃; for 2h; Temperature;76%
7-chloro-9-phenyl-1,2-dihydrooxazolo<2,3-b>-1,3,4-benzotriazepine
86230-82-2

7-chloro-9-phenyl-1,2-dihydrooxazolo<2,3-b>-1,3,4-benzotriazepine

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With sulfuric acid In ethanol at 40℃; for 1.16667h;75%
carbon monoxide
201230-82-2

carbon monoxide

p-chloro-o-iodoaniline
63069-48-7

p-chloro-o-iodoaniline

phenylboronic acid
98-80-6

phenylboronic acid

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With potassium carbonate at 100℃; under 2250.23 Torr; for 8h; Catalytic behavior; Suzuki-Miyaura Coupling; Autoclave;75%
5-chloro-2-[(phenylsulfonyl)amino]benzoic acid
138964-58-6

5-chloro-2-[(phenylsulfonyl)amino]benzoic acid

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triphenylphosphine In 1,4-dioxane at 25℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;73%
(2-amino-5-chlorophenyl)(phenyl)methanol
1159372-20-9

(2-amino-5-chlorophenyl)(phenyl)methanol

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; (R)-1,1'-binaphthyl-2,2'-diamine In toluene at 60℃; for 48h;61%
With 1,4-diaza-bicyclo[2.2.2]octane; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(l) chloride In toluene at 100℃; for 24h;58%
With copper(II) chloride monohydrate; oxygen; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 24h;
With copper(II) chloride monohydrate; potassium carbonate In N,N-dimethyl-formamide at 60℃;
With copper(II) chloride monohydrate; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 24h;
5-chloro-2-phenylindole
23746-76-1

5-chloro-2-phenylindole

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With oxygen; caesium carbonate In dimethyl sulfoxide at 140℃; for 8h;59%
7-chloro-3-methyl-2-(methyl-thio)-5-phenyl-3H-1,3,4-benzotriazepine
70437-50-2

7-chloro-3-methyl-2-(methyl-thio)-5-phenyl-3H-1,3,4-benzotriazepine

A

methylthiol
74-93-1

methylthiol

B

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With hydrogenchloride for 10h;A n/a
B 57.7%
propylamine
107-10-8

propylamine

5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

syn-5-chloro-2-trichloroacetamidobenzophenone n-propylimine
37103-80-3

syn-5-chloro-2-trichloroacetamidobenzophenone n-propylimine

C

6-chloro-3,4-dihydro-4-phenyl-3-(n-propyl)-4-trichloromethyl-2(1H)-quinazolinone
80170-54-3

6-chloro-3,4-dihydro-4-phenyl-3-(n-propyl)-4-trichloromethyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In ethanol at 60℃; for 3h;A 16%
B 57%
C 13%
(2-amino-5-chlorophenyl)(phenyl)methanol
1159372-20-9

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

C

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) bis(trifluoromethanesulfonate); (R)-1,1'-binaphthyl-2,2'-diamine In toluene at 60℃; for 24h; optical yield given as %ee;A n/a
B n/a
C 57%
(2-amino-5-chlorophenyl)(phenyl)methanol
1159372-20-9

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

(2-amino-5-chlorophenyl)(phenyl)methanol

B

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) bis(trifluoromethanesulfonate); (R)-1,1'-binaphthyl-2,2'-diamine In toluene at 80℃; for 11h; optical yield given as %ee;A n/a
B 57%
5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

ethanolamine
141-43-5

ethanolamine

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

9-chloro-10b-phenyl-2,3,6,19b-tetrahydro-5H-oxazolo<3,2-c>quinazolin-5-one
27772-51-6

9-chloro-10b-phenyl-2,3,6,19b-tetrahydro-5H-oxazolo<3,2-c>quinazolin-5-one

C

6-chloro-3,4-dihydro-3-(2-hydroxyethyl)-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone
80171-01-3

6-chloro-3,4-dihydro-3-(2-hydroxyethyl)-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In ethanol for 3h; Heating;A 17%
B 43%
C 38%
3-Amino-6-chlor-4-hydroxy-4-phenyl-2-thioxo-1,2,3,4-tetrahydrochinazolin
67863-85-8

3-Amino-6-chlor-4-hydroxy-4-phenyl-2-thioxo-1,2,3,4-tetrahydrochinazolin

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With hydrogenchloride for 10h; Heating;41.5%
Multi-step reaction with 2 steps
1: 1) CH3ONa, 2) HCl (g) / 1) acetone, 7 d, RT, 2) benzene
2: 5 M HCl / Heating; hydrolysis
View Scheme
3-Amino-6-chlor-4-hydroxy-2-methylthio-4-phenyl-3,4-dihydrochinazolinhydrochlorid
112608-11-4

3-Amino-6-chlor-4-hydroxy-2-methylthio-4-phenyl-3,4-dihydrochinazolinhydrochlorid

A

methylthiol
74-93-1

methylthiol

B

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

C

3-Amino-6-chlor-4-hydroxy-2-oxo-4-phenyltetrahydrochinazolin
112608-09-0

3-Amino-6-chlor-4-hydroxy-2-oxo-4-phenyltetrahydrochinazolin

D

N-(2-Benzoyl-4-chlorphenyl)monothiocarbamidsaeure-S-methylester
112608-08-9

N-(2-Benzoyl-4-chlorphenyl)monothiocarbamidsaeure-S-methylester

Conditions
ConditionsYield
With hydrogenchloride for 0.5h; Heating; reflux;A n/a
B 37%
C n/a
D n/a
With hydrogenchloride Product distribution; Heating; hydrolysis;
5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

3-amino-2-propanol
78-96-6, 1674-56-2

3-amino-2-propanol

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

9-chloro-2-methyl-10b-phenyl-2,3,6,10b-tetrahydro-5H-oxazolo<3,2-c>quinazolin-5-one
80171-03-5

9-chloro-2-methyl-10b-phenyl-2,3,6,10b-tetrahydro-5H-oxazolo<3,2-c>quinazolin-5-one

C

6-chloro-3,4-dihydro-3-(2-hydroxypropyl)-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone
80171-02-4

6-chloro-3,4-dihydro-3-(2-hydroxypropyl)-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In propan-1-ol for 8h; Heating;A 28%
B 31%
C 36%
2'-Benzoyl-4'-chloro-N-(N-phthaloyl-DL-alanyl)sarcosinanilide
78823-09-3

2'-Benzoyl-4'-chloro-N-(N-phthaloyl-DL-alanyl)sarcosinanilide

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

2'-Benzoyl-4'-chloro-N-(DL-alanyl)sarcosinanilide
78823-10-6

2'-Benzoyl-4'-chloro-N-(DL-alanyl)sarcosinanilide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; chloroform for 15h; Ambient temperature;A 29%
B 36%
5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

isopropylamine
75-31-0

isopropylamine

A

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

B

1-(2-benzoyl-4-chlorophenyl)-3-isopropylurea
70547-52-3

1-(2-benzoyl-4-chlorophenyl)-3-isopropylurea

C

6-chloro-3,4-dihydro-3-isopropyl-4-hydroxy-4-phenyl-2(1H)-quinazolinone
150878-29-8

6-chloro-3,4-dihydro-3-isopropyl-4-hydroxy-4-phenyl-2(1H)-quinazolinone

D

6-chloro-3,4-dihydro-3-isopropyl-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone
80170-55-4

6-chloro-3,4-dihydro-3-isopropyl-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 5h;A 5%
B 12%
C 35%
D 7%
5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

cyclohexylamine
108-91-8

cyclohexylamine

A

5-chloro-2-dichloroacetamidobenzophenone
17387-32-5

5-chloro-2-dichloroacetamidobenzophenone

B

1-(2-benzoyl-4-chlorophenyl)-3-cyclohexylurea
25514-22-1

1-(2-benzoyl-4-chlorophenyl)-3-cyclohexylurea

C

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

D

6-chloro-3-cyclohexyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)-quinazolinone
80170-81-6

6-chloro-3-cyclohexyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 7h; Further byproducts given;A 5%
B 31%
C 8%
D 28%
5-chloro-2-trichloroacetylaminobenzophenone
26381-66-8

5-chloro-2-trichloroacetylaminobenzophenone

cyclohexylamine
108-91-8

cyclohexylamine

A

1-(2-benzoyl-4-chlorophenyl)-3-cyclohexylurea
25514-22-1

1-(2-benzoyl-4-chlorophenyl)-3-cyclohexylurea

B

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

C

6-chloro-3-cyclohexyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)-quinazolinone
80170-81-6

6-chloro-3-cyclohexyl-3,4-dihydro-4-hydroxy-4-phenyl-2(1H)-quinazolinone

D

6-chloro-3-cyclohexyl-3,4-dihydro-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone
80170-56-5

6-chloro-3-cyclohexyl-3,4-dihydro-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 7h; Further byproducts given;A 31%
B 8%
C 28%
D 3%
5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

benzene
71-43-2

benzene

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With aluminium trichloride for 5h; Heating;31%
N-(2-benzoyl-4-chlorophenyl)acetamide
13788-59-5

N-(2-benzoyl-4-chlorophenyl)acetamide

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With hydrogenchloride
N-Benzoyl-2-amino-5-chlorobenzophenone
21259-25-6

N-Benzoyl-2-amino-5-chlorobenzophenone

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

Conditions
ConditionsYield
With sulfuric acid
With sodium hydroxide In methanol for 4h; Heating;1.96 g
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

allyl bromide
106-95-6

allyl bromide

2-Allylamino-5-chlor-benzophenon
4142-77-2

2-Allylamino-5-chlor-benzophenon

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 60℃; for 0.5h;100%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

dimethyl sulfate
77-78-1

dimethyl sulfate

5-chloro-2-(methylamino)benzophenone
1022-13-5

5-chloro-2-(methylamino)benzophenone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 60℃; for 1h;100%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran at 30 - 35℃; for 2.5h;96%
dimedone
126-81-8

dimedone

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

7-chloro-3,3-dimethyl-9-phenyl-3,4-dihydro-2H-acridin-1-one

7-chloro-3,3-dimethyl-9-phenyl-3,4-dihydro-2H-acridin-1-one

Conditions
ConditionsYield
With 3-methyl-1-sulfoimidazolium trichloroacetate; trichloroacetic acid In neat (no solvent) at 100℃; Friedlaender Quinoline Synthesis;100%
With sulfuric acid; silica gel at 100℃; for 2h; Friedlaender synthesis;99%
KAl(SO4)2*12H2O/SiO2 at 30℃; for 1.5h; Friedlaender synthesis;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

3-acetyl-6-chloro-4-phenylquinolin-2-(1H)-one

3-acetyl-6-chloro-4-phenylquinolin-2-(1H)-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 153℃; for 19h; Sealed tube;100%
at 160℃; for 4h; Time;93%
With Amberlite Na sr1L at 115℃; for 0.0666667h; Microwave irradiation; Neat (no solvent);92%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

2-(3-bromophenyl)-6-chloro-4-phenylquinazoline
1257084-12-0

2-(3-bromophenyl)-6-chloro-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate In ethanol at 60℃; for 1h;94%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 0.5h;92%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-2(4-chloro-phenyl)-4-phenyl-quinazoline
49797-11-7

6-chloro-2(4-chloro-phenyl)-4-phenyl-quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate In ethanol at 60℃; for 1h; Catalytic behavior; Solvent; Temperature; Time;96%
With ammonium acetate; iodine In neat (no solvent) at 40℃; for 2.5h; Green chemistry;95%
benzaldehyde
100-52-7

benzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-2,4-diphenyl-quinazoline
30169-34-7

6-chloro-2,4-diphenyl-quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III); ammonium acetate In neat (no solvent) at 40℃; for 2.5h; Green chemistry;95%
With ammonium acetate In ethanol at 60℃; for 1h;95%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-2-(4-methoxyphenyl)-4-phenylquinazoline
84570-84-3

6-chloro-2-(4-methoxyphenyl)-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate In ethanol at 60℃; for 1h;95%
With Maltose; N,N'-Dimethylurea; ammonium acetate; ammonium chloride at 90℃; for 2.5h;91%
salicylaldehyde
90-02-8

salicylaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

2-(6-chloro-4-phenylquinazoline-2-yl)phenol
52537-82-3

2-(6-chloro-4-phenylquinazoline-2-yl)phenol

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III); ammonium acetate In neat (no solvent) at 40℃; for 2.5h; Green chemistry;91%
With ammonium acetate In neat (no solvent) at 60℃; Catalytic behavior; Green chemistry;91%
With Maltose; N,N'-Dimethylurea; ammonium acetate; ammonium chloride at 90℃; for 2.5h;88%
With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate at 80℃; for 2h; Ionic liquid; aerobic oxidation;87%
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline
1257084-13-1

6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate at 80℃; for 2h; Ionic liquid; aerobic oxidation;92%
With ammonium acetate In ethanol at 60℃; for 1h;90%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

6-chloro-2(2-nitro-phenyl)-4-phenyl-quinazoline
1257084-14-2

6-chloro-2(2-nitro-phenyl)-4-phenyl-quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate; iodine In neat (no solvent) at 40℃; for 2.5h; Green chemistry;93%
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III); ammonium acetate In neat (no solvent) at 40℃; for 2.5h; Green chemistry;91%
4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-4-phenyl-2-(4-(trifluoromethyl)phenyl)quinazoline
1372890-80-6

6-chloro-4-phenyl-2-(4-(trifluoromethyl)phenyl)quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With Maltose; N,N'-Dimethylurea; ammonium acetate; ammonium chloride at 90℃; for 2.33333h;93%
3-Trifluoromethylbenzaldehyde
454-89-7

3-Trifluoromethylbenzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-4-phenyl-2-(3-(trifluoromethyl)phenyl)quinazoline
49797-17-3

6-chloro-4-phenyl-2-(3-(trifluoromethyl)phenyl)quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With Maltose; N,N'-Dimethylurea; ammonium acetate; ammonium chloride at 90℃; for 3.33333h;91%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-4-phenyl-2-(p-tolyl)-quinazoline
185547-80-2

6-chloro-4-phenyl-2-(p-tolyl)-quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With ammonium acetate; iodine In neat (no solvent) at 40℃; for 0.5h; Green chemistry;97%
With ammonium acetate In toluene at 110℃; for 4h; Reflux; Green chemistry;95%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;85%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

6-chloro-2-(3-methoxyphenyl)-4-phenylquinazoline

6-chloro-2-(3-methoxyphenyl)-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1h;90%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

6-chloro-2-(2-methoxyphenyl)-4-phenylquinazoline

6-chloro-2-(2-methoxyphenyl)-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;86%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

6-chloro-2-[4-(methylsulfanyl)phenyl]-4-phenylquinazoline

6-chloro-2-[4-(methylsulfanyl)phenyl]-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;84%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-Chloro-2-(3-nitro-phenyl)-4-phenyl-quinazoline
49797-14-0

6-Chloro-2-(3-nitro-phenyl)-4-phenyl-quinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.16667h;90%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

(2-amino-5-chlorophenyl)(phenyl)methanol
1159372-20-9

(2-amino-5-chlorophenyl)(phenyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate In isopropyl alcohol at 60℃; for 3.5h;99%
With sodium tetrahydroborate In methanol at 50℃; for 1h;98%
With sodium tetrahydroborate In ethanol98%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

cyclopentanone
120-92-3

cyclopentanone

7-Chloro-9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline

7-Chloro-9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline

Conditions
ConditionsYield
sulfuric acid for 0.116667h; Friedlaender quinoline synthesis; microwave irradiation;99%
With 3-methyl-1-sulfoimidazolium trichloroacetate; trichloroacetic acid In neat (no solvent) at 100℃; Friedlaender Quinoline Synthesis;99%
With phosphoric acid triphenyl ester at 130℃; for 4h;97%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

acetylacetone
123-54-6

acetylacetone

1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)ethanone
22609-02-5

1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)ethanone

Conditions
ConditionsYield
With sulfuric acid; silica gel at 100℃; for 0.75h; Friedlaender synthesis;99%
With 3-methyl-1-sulfoimidazolium trichloroacetate; trichloroacetic acid In neat (no solvent) at 100℃; Friedlaender Quinoline Synthesis;99%
With tin(ll) chloride at 20℃; for 0.5h;98%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide
69559-40-6

N-(2-benzoyl-4-chlorophenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h;99%
With triethylamine In dichloromethane at -78 - 20℃; for 0.166667h;
cyclohexanone
108-94-1

cyclohexanone

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

6-chloro-10-phenyl-1,2,3,4-tetrahydroacridine
116690-69-8

6-chloro-10-phenyl-1,2,3,4-tetrahydroacridine

Conditions
ConditionsYield
With CuBTC metal-organic-framework at 89.84℃; for 5h; Friedlaender reaction; Neat (no solvent);99%
With 1-butylimidazolium tetrafluoroborate at 100℃; for 3h; Friedlaender reaction;98%
With tin(ll) chloride at 20℃; for 2.33333h;96%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

ethyl 6-chloro-2-methyl-4-phenylquinoline-3-carboxylate
22609-01-4

ethyl 6-chloro-2-methyl-4-phenylquinoline-3-carboxylate

Conditions
ConditionsYield
With magnesium(II) perchlorate In ethanol at 60℃; for 18h; Friedlaender synthesis;99%
scandium tris(dodecyl sulfate) In water at 40℃; Friedlaender annulation;99%
With cuprous triflate at 20℃; for 2h; Friedlaender synthesis; neat (no solvent);99%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 4-phenyl-6-chloroquinoline-2,3-dicarboxylate
10037-28-2

dimethyl 4-phenyl-6-chloroquinoline-2,3-dicarboxylate

Conditions
ConditionsYield
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 0.5h; Reagent/catalyst; Temperature;99%
With indium(III) chloride at 80℃; for 0.833333h; regioselective reaction;96%
Stage #1: dimethyl acetylenedicarboxylate With pyridine at 0 - 10℃; for 0.25h;
Stage #2: 5-chloro-2-aminobenzophenone at 20℃; for 12h;
89%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

glycine
56-40-6

glycine

6-chloro-4-phenylquinazoline
4015-28-5

6-chloro-4-phenylquinazoline

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine In ISOPROPYLAMIDE; water at 80℃; for 4h; Sealed tube;99%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

diphenyl acetylene
501-65-5

diphenyl acetylene

6-chloro-2,3,4-triphenylquinoline
1208258-68-7

6-chloro-2,3,4-triphenylquinoline

Conditions
ConditionsYield
With 18-crown-6 ether; trifluorormethanesulfonic acid; palladium diacetate; 1,2-bis-(diphenylphosphino)ethane In toluene; acetonitrile at 100℃; for 12h; Reagent/catalyst; Solvent; Sealed tube;98.1%
With propylphosphonium tetrachloroindate ionic liquid supported on nanosilica In neat (no solvent) at 110℃; for 1h;67%
With acetic acid; palladium(II) bromide In benzonitrile; 1,2-dichloro-ethane at 130℃; for 18h; Sealed tube;51%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

N-(2-Benzoyl-4-chloro-phenyl)-4-bromo-benzenesulfonamide

N-(2-Benzoyl-4-chloro-phenyl)-4-bromo-benzenesulfonamide

Conditions
ConditionsYield
In pyridine; hydrogenchloride98%
39%

2-Amino-5-chlorobenzophenone Chemical Properties

IUPAC Name: (2-amino-5-chlorophenyl)-phenylmethanone 
Empirical Formula: C13H10ClNO
Molecular Weight: 231.6776g/mol
EINECS: 211-949-7 
Structure of 2-Amino-5-chlorobenzophenone (CAS NO.719-59-5):

Index of Refraction: 1.636
Molar Refractivity: 65.17 cm3
Molar Volume: 181.7 cm3
Polarizability: 25.83×10-24cm3
Surface Tension: 52.2 dyne/cm
Density: 1.274 g/cm3
Flash Point: 210.4 °C
Enthalpy of Vaporization: 67.87 kJ/mol 
Melting Point: 96-98 °C(lit.)
Boiling Point: 424.3 °C at 760 mmHg
Vapour Pressure: 2.09E-07 mmHg at 25°C 
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories: Benzene derivatives;FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted);ketone;Diazepam 
Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C(C=CC(=C2)Cl)N
InChI: InChI=1S/C13H10ClNO/c14-10-6-7-12(15)11(8-10)13(16)9-4-2-1-3-5-9/h1-8H,15H2
InChIKey: ZUWXHHBROGLWNH-UHFFFAOYSA-N

2-Amino-5-chlorobenzophenone Toxicity Data With Reference

1.    

ipr-mus LD50:681 mg/kg

    IJSIDW    Indian Journal of Pharmaceutical Sciences. (Indian Journal of Pharmaceutical Sciences, Kalina, Santa Cruz 44 (1982),1.

2-Amino-5-chlorobenzophenone Consensus Reports

Reported in EPA TSCA Inventory.

2-Amino-5-chlorobenzophenone Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and Cl.
Hazard Codes:  Xi,Xn
The Risk Statements information of  2-AMINO-5-CHLOROBENZOPHENONE :
22:  Harmful if swallowed 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed
36/37/38:  Irritating to eyes, respiratory system and skin
The Safety Statements information of  2-AMINO-5-CHLOROBENZOPHENONE :
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
WGK Germany: 3
RTECS: PC4933500
HS Code: 29223900

2-Amino-5-chlorobenzophenone Specification

  2-Amino-5-chlorobenzophenone , its cas register number is 719-59-5. It also can be called (2-Amino-5-chlorophenyl)phenylmethanone ; 2-Benzoyl-4-chloroaniline ; 3-14-00-00214 (Beilstein Handbook Reference) ; 5-Chloro-2-aminobenzophenone . 2-Amino-5-chlorobenzophenone (CAS NO.719-59-5) is a yellow powder.

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