Product Name

  • Name

    2-Amino-5-chlorobenzamide

  • EINECS 225-990-3
  • CAS No. 5202-85-7
  • Article Data41
  • CAS DataBase
  • Density 1.394 g/cm3
  • Solubility
  • Melting Point 169-171 °C
  • Formula C7H7ClN2O
  • Boiling Point 290.1 °C at 760 mmHg
  • Molecular Weight 170.598
  • Flash Point 129.3 °C
  • Transport Information
  • Appearance White crystal
  • Safety 26-36/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 5202-85-7 (2-Amino-5-chlorobenzamide)
  • Hazard Symbols HarmfulXn
  • Synonyms 5-Chloroanthranilamide;NSC 142032;
  • PSA 69.11000
  • LogP 2.30260

Synthetic route

2-amino-5-chlorobenzonitrile
5922-60-1

2-amino-5-chlorobenzonitrile

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With silica-gel-supported sulfuric acid In toluene for 2.5h; Inert atmosphere; Reflux;97%
With water; potassium carbonate In water at 150℃; for 0.5h; Microwave irradiation;89%
With potassium hydroxide; ethanol Heating / reflux;
5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With ammonia In tetrahydrofuran at 0 - 20℃;91%
With ammonium hydroxide for 4h; Ambient temperature;88%
With ammonia In tetrahydrofuran Ambient temperature;81%
5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With ammonium hydroxide; dihydrogen peroxide In dimethyl sulfoxide at 20 - 30℃; for 4h; Sealed tube;87%
With ammonia In methanol; acetonitrile at 20℃; for 5h; Electrolysis;61%
5-chloroanthranilic acid
635-21-2

5-chloroanthranilic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
Stage #1: 5-chloroanthranilic acid With bis(trichloromethyl) carbonate In tetrahydrofuran at 65℃; for 16h;
Stage #2: With ammonium hydroxide at 65℃; for 1h;
85%
With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 20℃;
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / 0.5 h / -10 °C
1.2: -10 - 25 °C
2.1: ammonium carbonate / 1,4-dioxane / 60 °C
View Scheme
3-chloro-6-nitrobenzonitrile
34662-31-2

3-chloro-6-nitrobenzonitrile

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With aceton-washed saccharomyces cerevisiae In water; dimethyl sulfoxide at 32℃;69%
2-amino-5-chlorobenzoic chloride
910230-30-7

2-amino-5-chlorobenzoic chloride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With ammonia at 0℃; for 0.5h;68%
2-bromo-5-chlorobenzamide
131002-02-3

2-bromo-5-chlorobenzamide

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube;66%
anthranilic acid amide
28144-70-9

anthranilic acid amide

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With thermophilic flavin reductase from Bacillussubtilis WU-S2B; tryptophan halogenase from Streptomyces violaceusniger strain SPC6; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 20℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; regioselective reaction;19%
With Streptomyces rugosporus halogenase; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.4; Enzymatic reaction; regioselective reaction;
With D-glucose; flavin reductase from Escherichia coli; GDH2; wild type tryptophan 6-halogenase from Streptomyces toxytricini; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7; Enzymatic reaction; regioselective reaction;
5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

ammonia
7664-41-7

ammonia

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

chloroisatoic acid-anhydride

chloroisatoic acid-anhydride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With ammonia
6-chloro-2.4-dioxo-1.4-dihydro-2H-benz<d><1.3>oxazine

6-chloro-2.4-dioxo-1.4-dihydro-2H-benz<d><1.3>oxazine

A

2-ureido-5-chlorobenzoic acid
192570-30-2

2-ureido-5-chlorobenzoic acid

B

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With ammonium hydroxide
2-nitro-5-chlorobenzamide
40763-96-0

2-nitro-5-chlorobenzamide

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol
With hydrogenchloride; tin(ll) chloride In water
2-azido-5-chloro-benzamide

2-azido-5-chloro-benzamide

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With samarium; iodine In methanol for 20h; Heating;
anthranilic acid
118-92-3

anthranilic acid

1-chloro-4-methyl-thioxanthone

1-chloro-4-methyl-thioxanthone

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 35 percent / sulfuryl chloride; hydrochloric acid / diethyl ether / 1.5 h / 60 - 70 °C
2: 37 percent / thionyl chloride / 0.5 h / Heating
3: 68 percent / liq. ammonia / 0.5 h / 0 °C
View Scheme
5-chloroanthranilic acid
635-21-2

5-chloroanthranilic acid

4-halogen-1-amino-anthraquinone

4-halogen-1-amino-anthraquinone

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 37 percent / thionyl chloride / 0.5 h / Heating
2: 68 percent / liq. ammonia / 0.5 h / 0 °C
View Scheme
5-chloro-2-nitrobenzoic acid
2516-95-2

5-chloro-2-nitrobenzoic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diphenylphosphoryl chloride; Et3N / CHCl3
1.2: NH3
2.1: H2 / 5 percent Pd/C / ethanol
View Scheme
Multi-step reaction with 3 steps
1: pyridine; thionyl chloride / chloroform
2: ammonia
3: tin(ll) chloride; hydrogenchloride / water
View Scheme
2-nitro-5-chlorobenzamide
40763-96-0

2-nitro-5-chlorobenzamide

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
In acetic acid1.7 g (100%)
anthranilic acid amide
28144-70-9

anthranilic acid amide

A

2-amino-3-chloro-benzamide
18343-44-7

2-amino-3-chloro-benzamide

B

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With Pseudomonas fluorescens BL915 halogenase; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.4; Kinetics; Enzymatic reaction;
anthranilic acid amide
28144-70-9

anthranilic acid amide

A

2-amino-5-iodoanthranilamide
32658-67-6

2-amino-5-iodoanthranilamide

B

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
With 1-butyl-3-methyl-pyridinium dichloroiodate for 1h;A 77 %Chromat.
B 73 %Chromat.
5-chloro-2-nitrobenzoyl chloride
41994-44-9

5-chloro-2-nitrobenzoyl chloride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia
2: tin(ll) chloride; hydrogenchloride / water
View Scheme
4-hydroxy-3,5-dimethylbenzaldehyde
2233-18-3

4-hydroxy-3,5-dimethylbenzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-hydroxy-3,5-dimethylphenyl)-3-methylquinazolin-4(3H)-one

6-chloro-2-(4-hydroxy-3,5-dimethylphenyl)-3-methylquinazolin-4(3H)-one

Conditions
ConditionsYield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;100%
ethanol
64-17-5

ethanol

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-methylquinazolin-4-(3H)-one
7142-09-8

6-chloro-2-methylquinazolin-4-(3H)-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide In dimethyl sulfoxide at 25 - 35℃; for 40h; Irradiation; Green chemistry;99%
With tert.-butylhydroperoxide at 110℃; for 12h;95%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

Ethyl 2-(6-chloro-2-methyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)acetate

Ethyl 2-(6-chloro-2-methyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)acetate

Conditions
ConditionsYield
With α-chymotrypsin In ethanol at 60℃; for 40h; Enzymatic reaction;99%
2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

(R)-6-chloro-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one

(R)-6-chloro-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With (11aR)-10,11,12,13-tetrahydro-5-hydroxy-3,7-bis[2,4,6-triisopropylphenyl]-5-oxide-diindeno[7,1-de:1',7’-fg][1,3,2]dioxaphosphocin In m-xylene at 25℃; for 12h; enantioselective reaction;99%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-methoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one
1024593-51-8

6-chloro-2-(4-methoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.166667h;98%
With phosphotungstic acid In water at 20℃; for 0.1h;96%
With N-ocetylpyridinium 3-sulfuric acid salt In ethanol at 35℃; for 0.0833333h; Catalytic behavior;89%
gallium(III) triflate In ethanol at 70℃; for 0.666667h;84%
2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

benzyl alcohol
100-51-6

benzyl alcohol

6-chloro-2-phenyl-3H-quinazolin-4-one
1026-12-6

6-chloro-2-phenyl-3H-quinazolin-4-one

Conditions
ConditionsYield
With potassium hydroxide In toluene at 90℃; for 20h;98%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; potassium hydroxide In toluene at 100℃; for 12h;86%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Inert atmosphere; Reflux;84%
With iodine; sodium hydroxide In water at 20℃; for 6h; Electrochemical reaction; Green chemistry;81%
benzaldehyde
100-52-7

benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

2-phenyl-6-chloro-2,3-dihydroquinazolin-4(1H)-one
958-77-0

2-phenyl-6-chloro-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 1h;97%
With Sodium borate In water at 60℃; for 3h;87%
gallium(III) triflate In ethanol at 70℃; for 0.75h;83%
at 90℃; for 2h;
In water for 2h; Reflux;
4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

(S)-2-(biphenyl-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one
1370352-32-1

(S)-2-(biphenyl-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; scandium tris(trifluoromethanesulfonate) In dichloromethane Molecular sieve; optical yield given as %ee; enantioselective reaction;97%
With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; Molecular sieve; enantioselective reaction;95%
triethoxymethylbenzene
1663-61-2

triethoxymethylbenzene

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-phenyl-3H-quinazolin-4-one
1026-12-6

6-chloro-2-phenyl-3H-quinazolin-4-one

Conditions
ConditionsYield
With acetic acid In ethanol at 110℃; for 24h; Inert atmosphere; Sealed tube;97%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

2-(4-bromophenyl)-6-choloro-2,3-dihydroquinazolin-4(1H)-one
1375103-46-0

2-(4-bromophenyl)-6-choloro-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.833333h;96%
With aluminum oxide; citric acid at 20℃; for 0.166667h; neat (no solvent);80%
With carbon nanodots In water; acetonitrile at 40℃; for 0.833333h;72%
(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-isopropylphenyl)-2,3-dihydroquinazolin-4(1H)-one

6-chloro-2-(4-isopropylphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h;96%
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(3,4-dimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

6-chloro-2-(3,4-dimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.333333h;96%
5-chlorosalicyclaldehyde
635-93-8

5-chlorosalicyclaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

2-(5′-chloro-2-hydroxylphenyl)-6-chloro-4-(3H)-quinazolinone
28683-92-3

2-(5′-chloro-2-hydroxylphenyl)-6-chloro-4-(3H)-quinazolinone

Conditions
ConditionsYield
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide for 0.5h; Reflux;
Stage #2: With toluene-4-sulfonic acid for 1h; Reflux;
Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone
95%
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide With toluene-4-sulfonic acid In ethanol for 1h; Reflux;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In ethanol at 0℃; for 1h;
88%
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide With p-toluenesulfonic acid monohydrate In ethanol for 1h; Reflux;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In ethanol; water at 0℃; for 1h;
86%
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

A

6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one

6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one

B

6-chloro-2-(3-methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

6-chloro-2-(3-methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 20℃; for 2h;A 1.1%
B 95%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(p-tolyl)-2,3-dihydroquinazolin-4(1H)-one
1021953-82-1

6-chloro-2-(p-tolyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.5h;95%
With phosphotungstic acid In water at 20℃; for 0.133333h;94%
With aluminum oxide; citric acid at 20℃; for 0.166667h; neat (no solvent);82%
phenylpropiolyl chloride
7299-58-3

phenylpropiolyl chloride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

5-chloro-2-(3-phenylpropiolamido)benzamide
1448462-28-9

5-chloro-2-(3-phenylpropiolamido)benzamide

Conditions
ConditionsYield
With pyridine at 0 - 5℃; for 24.5h;95%
4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

2-([1,1'-biphenyl]-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one

2-([1,1'-biphenyl]-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h;95%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(naphthalen-1-yl)-2,3-dihydroquinazolin-4(1H)-one
34934-08-2

6-chloro-2-(naphthalen-1-yl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 1h;95%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(3,4,5-trimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

6-chloro-2-(3,4,5-trimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.5h;95%
4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-(tert-butyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

6-chloro-2-(4-(tert-butyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;95%
2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

6-chloro-2-(4-(methoxycarbonyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

6-chloro-2-(4-(methoxycarbonyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;95%
Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

ethyl 2-((2-carbamoyl-4-chlorophenyl)amino)-2-oxoacetate
54166-77-7

ethyl 2-((2-carbamoyl-4-chlorophenyl)amino)-2-oxoacetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;94%
With triethylamine In tetrahydrofuran at 0℃; for 3h;94%
With pyridine
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one

6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one

Conditions
ConditionsYield
With sodium hydrogensulfite In N,N-dimethyl acetamide at 150℃; for 2h;94%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one
1021953-84-3

6-chloro-2-(4-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 1h;94%
gallium(III) triflate In ethanol at 70℃; for 0.833333h;82%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one
1021953-83-2

6-chloro-2-(4-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions
ConditionsYield
With indium(III) bromide In acetonitrile at 20℃; for 0.833333h;94%
3,5-heptanedione
7424-54-6

3,5-heptanedione

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-ethylquinazolin-4(3Η)-one
13164-99-3

6-chloro-2-ethylquinazolin-4(3Η)-one

Conditions
ConditionsYield
With phosphoric acid In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere;94%
4-ethylphenylboronic acid
63139-21-9

4-ethylphenylboronic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-(4-ethylphenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

6-chloro-2-(4-ethylphenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;94%
4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

6-chloro-2-([1,1'-biphenyl]-4-yl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

6-chloro-2-([1,1'-biphenyl]-4-yl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;94%
4-pentynoic acid
6089-09-4

4-pentynoic acid

2-Amino-5-chlorobenzamide
5202-85-7

2-Amino-5-chlorobenzamide

7-chloro-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione
23380-87-2

7-chloro-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione

Conditions
ConditionsYield
With Echavarren's catalyst In 1,1-dichloroethane at 120℃; for 12h; Sealed vial;93%

2-Amino-5-chlorobenzamide Specification

The IUPAC name of 2-Amino-5-chlorobenzamide is 2-amino-5-chlorobenzamide. With the CAS registry number 5202-85-7, it is also named as 5-Chloroanthranilamide. The product's categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid Series. Besides, it is white crystal, which should be sealed in dark, cool and dry place. In addition, its molecular formula is C7H7ClN2O and molecular weight is 170.60.

The other characteristics of this product can be summarized as: (1)EINECS: 225-990-3; (2)ACD/LogP: 1.45; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.45; (5)ACD/LogD (pH 7.4): 1.45; (6)ACD/BCF (pH 5.5): 7.41; (7)ACD/BCF (pH 7.4): 7.41; (8)ACD/KOC (pH 5.5): 145.94; (9)ACD/KOC (pH 7.4): 146.02; (10)H bond acceptors: 3; (11)H bond donors: 4; (12)Freely Rotating Bonds: 2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 44.31 cm3; (15)Molar Volume: 122.3 cm3; (16)Surface Tension: 62 dyne/cm; (17)Density: 1.394 g/cm3; (18)Flash Point: 129.3 °C; (19)Melting Point: 169-171 °C; (20)Enthalpy of Vaporization: 52.95 kJ/mol; (21)Boiling Point: 290.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00211 mmHg at 25 °C.

Preparation of 2-Amino-5-chlorobenzamide: this chemical can be prepared by 6-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione.



This reaction needs 2% NH3 at ambient temperature for 4 hours. The yield is 88 %.

Uses of 2-Amino-5-chlorobenzamide: it can react with 2-Azido-benzoyl chloride to get 2-Azido-5'-chloro-2'-carboxamidobenzanilide.



This reaction will needs Pyridine at ambient temperature for 1 hour. The yield is 92 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. And this product is harmful by inhalation, in contact with skin and if swallowed. You should wear suitable protective clothing, gloves and eye/face protection when use it. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
(1)SMILES:Clc1cc(C(=O)N)c(N)cc1
(2)InChI:InChI=1/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(3)InChIKey:DNRVZOZGQHHDAT-UHFFFAOYAR ; (4)Std. InChI:InChI=1S/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(5)Std. InChIKey:DNRVZOZGQHHDAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo intraperitoneal 56mg/kg (56mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmaceutical Sciences. Vol. 60, Pg. 703, 1971.

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