Product Name

  • Name

    1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one

  • EINECS 220-781-3
  • CAS No. 2898-08-0
  • Article Data55
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility
  • Melting Point 170-180 °C
  • Formula C15H12 N2 O
  • Boiling Point 424.4 °C at 760 mmHg
  • Molecular Weight 236.273
  • Flash Point 210.5 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2898-08-0 (1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one)
  • Hazard Symbols
  • Synonyms 1,2-Dihydro-5-phenyl-3H-1,4-benzodiazepin-2-one;1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one; 1,3-Dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one;5-Phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one;5-Phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one;5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one; Dechlorodemethyldiazepam;Desmethyldechlorodiazepam; NSC 656624; Ro 05-2921; Ro 5-2921
  • PSA 41.46000
  • LogP 2.04970

Synthetic route

N-(2-benzoylphenyl)-2-chloroacetamide
23207-75-2

N-(2-benzoylphenyl)-2-chloroacetamide

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With hexamethylenetetramine; ammonium acetate In ethanol for 6h; Reflux;95%
With hexamethylenetetramine In ethanol; chloroform86%
With paraformaldehyde In methanol; toluene84.7%
With hexamethylenetetramine; ammonium chloride In ethanol for 4h; Reflux;50%
Multi-step reaction with 2 steps
1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
2: diphenylsilane; 9-phenyl-9-phosphafluorene / 1,4-dioxane / 16 h / 101 °C / Inert atmosphere
View Scheme
2'-benzoyl-2-bromo-acetanilide
14439-71-5

2'-benzoyl-2-bromo-acetanilide

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With ammonia In methanol Heating;90%
With ammonia In methanol for 2h; Heating; Yield given;
With ammonium hydroxide In ethanol Yield given;
N-(2-benzoylphenyl)-2-chloroacetamide
23207-75-2

N-(2-benzoylphenyl)-2-chloroacetamide

A

3-amino-1,2-dihydro-2-oxo-4-phenylquinoline
23207-85-4

3-amino-1,2-dihydro-2-oxo-4-phenylquinoline

B

3-(2-Benzoyl-phenyl)-imidazolidin-4-one

3-(2-Benzoyl-phenyl)-imidazolidin-4-one

C

C33H28N4O4

C33H28N4O4

D

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With hexamethylenetetramine; ammonia In ethanol at 70℃; Further byproducts given;A n/a
B n/a
C n/a
D 89%
1,3-oxazolidine-2,5-dione
2185-00-4

1,3-oxazolidine-2,5-dione

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Stage #1: 1,3-oxazolidine-2,5-dione; (2-aminophenyl)(phenyl)methanone With trifluoroacetic acid In toluene at 60℃; for 0.5h; Sealed tube;
Stage #2: With triethylamine at 80℃; for 0.5h; Sealed tube;
89%
2-azido-N-(2-benzoylphenyl)acetamide

2-azido-N-(2-benzoylphenyl)acetamide

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With 9-phenyl-9-phosphafluorene; diphenylsilane In 1,4-dioxane at 101℃; for 16h; Inert atmosphere;88%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Stage #1: chloroacetyl chloride; (2-aminophenyl)(phenyl)methanone With triethylamine In dichloromethane at 20 - 30℃; for 3h;
Stage #2: With ammonia at 25℃;
84.4%
With sodium iodide; ammonia; acetic acid In tetrahydrofuran; chloroform; ethyl acetate
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Stage #1: 2-Bromoacetyl bromide; (2-aminophenyl)(phenyl)methanone With sodium hydrogencarbonate In chloroform at 0℃;
Stage #2: With ammonia In methanol at 0 - 20℃; Heating / reflux;
83%
Stage #1: 2-Bromoacetyl bromide; (2-aminophenyl)(phenyl)methanone In dichloromethane; water
Stage #2: With ammonia
With sodium hydroxide In dichloromethane
BOC-glycine
4530-20-5

BOC-glycine

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Stage #1: BOC-glycine; (2-aminophenyl)(phenyl)methanone With dicyclohexyl-carbodiimide In toluene at 150℃; for 0.5h; Microwave irradiation;
Stage #2: With trifluoroacetic acid In toluene at 150℃; for 0.333333h; Microwave irradiation;
83%
Stage #1: BOC-glycine; (2-aminophenyl)(phenyl)methanone With dicyclohexyl-carbodiimide In toluene at 150℃; for 1.5h; Microwave irradiation;
Stage #2: With trifluoroacetic acid In toluene for 0.333333h;
65%
Stage #1: BOC-glycine With 4-methyl-morpholine; chloroformic acid ethyl ester In tetrahydrofuran at -20℃; for 0.25h;
Stage #2: (2-aminophenyl)(phenyl)methanone With 4-methyl-morpholine In tetrahydrofuran at 20℃;
Stage #3: With trifluoroacetic acid In dichloromethane at 0 - 20℃;
(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
53%
Multi-step reaction with 2 steps
1: NaHCO3 / CH2Cl2
2: 90 percent / NH3 / methanol / Heating
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2
2: aq. NH3 / ethanol
View Scheme
glycine ethyl ester hydrochloride
623-33-6

glycine ethyl ester hydrochloride

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
In pyridine for 3h; Dean-Stark; Molecular sieve; Reflux;52.5%
With pyridine at 100℃;34%
hexamethylenetetramine
100-97-0

hexamethylenetetramine

N-(2-benzoylphenyl)-2-chloroacetamide
23207-75-2

N-(2-benzoylphenyl)-2-chloroacetamide

A

3-(2-Benzoyl-phenyl)-imidazolidin-4-one

3-(2-Benzoyl-phenyl)-imidazolidin-4-one

B

C33H28N4O4

C33H28N4O4

C

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With urotropin hydrochloride In methanol; water Heating;A n/a
B n/a
C 40%
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With pyridine Cyclocondensation;
(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

Amino-acetic acid 4'-(2-amino-acetoxymethyl)-[2,2']bipyridinyl-4-ylmethyl ester; compound with trifluoro-acetic acid

Amino-acetic acid 4'-(2-amino-acetoxymethyl)-[2,2']bipyridinyl-4-ylmethyl ester; compound with trifluoro-acetic acid

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
In pyridine Heating;
benzonitrile
100-47-0

benzonitrile

Cp2Zr(isoprene) (1)

Cp2Zr(isoprene) (1)

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BCl3; AlCl3 / 1,2-dichloro-ethane
2: pyridine
View Scheme
aniline
62-53-3

aniline

Wang resin-bound styrene 4

Wang resin-bound styrene 4

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BCl3; AlCl3 / 1,2-dichloro-ethane
2: pyridine
View Scheme
C28H37N4O5Pol

C28H37N4O5Pol

A

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

B

1-methyl-2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepine
3034-65-9

1-methyl-2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepine

Conditions
ConditionsYield
With water; trifluoroacetic acid In water for 24h; Reflux; solid phase reaction;
tert-butyl-N-({[2-benzoylphenyl]carbamoyl}methyl)carbamate

tert-butyl-N-({[2-benzoylphenyl]carbamoyl}methyl)carbamate

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C
2: ammonium acetate; acetic acid / 20 °C
View Scheme
2-Glycylamino-benzophenon
5504-78-9

2-Glycylamino-benzophenon

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 20℃;2.32 g
C16H15N3O3

C16H15N3O3

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With acetic acid In dichloromethane for 12h; Reflux;
aniline
62-53-3

aniline

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / benzene / 4 h / Reflux
2: aluminum (III) chloride / benzene / 10 h / Reflux
3: ammonium chloride; hexamethylenetetramine / ethanol / 4 h / Reflux
View Scheme
N-chloroacetyl-aniline
587-65-5

N-chloroacetyl-aniline

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride / benzene / 10 h / Reflux
2: ammonium chloride; hexamethylenetetramine / ethanol / 4 h / Reflux
View Scheme
2-chlorophenacyl bromide
5000-66-8

2-chlorophenacyl bromide

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-[2-(2-Chloro-phenyl)-2-oxo-ethyl]-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
145084-65-7

1-[2-(2-Chloro-phenyl)-2-oxo-ethyl]-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene for 6h; Ambient temperature;100%
bromomethyl 2-methoxyphenyl ketone
31949-21-0

bromomethyl 2-methoxyphenyl ketone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
145084-53-3

1-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene for 6h; Ambient temperature;100%
2-chloro-6 fluorobenzyl chloride
55117-15-2

2-chloro-6 fluorobenzyl chloride

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-(2-chloro-6-fluoro-benzyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
713518-29-7

1-(2-chloro-6-fluoro-benzyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

tert-butyl 2-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4] diazepin-1-yl)acetate
149620-85-9

tert-butyl 2-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4] diazepin-1-yl)acetate

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; caesium carbonate at 20℃;98%
bromoethyl acetate
927-68-4

bromoethyl acetate

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

acetic acid 2-(2-oxo-5-phenyl-2,3-dihydrobenzo[e][1,4]diazepin-1-yl)ethyl ester
159586-66-0

acetic acid 2-(2-oxo-5-phenyl-2,3-dihydrobenzo[e][1,4]diazepin-1-yl)ethyl ester

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: bromoethyl acetate In N,N-dimethyl-formamide at 20℃; for 2h;
97%
p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

2,3-dihydro-1-[4-methoxybenzyl]-2-oxo-5-phenyl-1H-1,4-benzodiazepine
174698-35-2

2,3-dihydro-1-[4-methoxybenzyl]-2-oxo-5-phenyl-1H-1,4-benzodiazepine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;95%
With potassium carbonate In water; ethyl acetate; N,N-dimethyl-formamide
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.333333h;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide; mineral oil at 0℃; for 3.5h;
1.262 g
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 3.5h;
1.262 g
1-(2-aminoethyl)piperidine
27578-60-5

1-(2-aminoethyl)piperidine

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

2-(2-piperidin-1-ylethylamino)-5-phenyl-3H-1,4-benzodiazepine

2-(2-piperidin-1-ylethylamino)-5-phenyl-3H-1,4-benzodiazepine

Conditions
ConditionsYield
With titanium tetrachloride; methoxybenzene In dichloromethane at 100℃; for 0.0833333h; microwave irradiation;95%
2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

2,4,6-trifluorobenzyl chloride

2,4,6-trifluorobenzyl chloride

5-phenyl-1-(2,4,6-trifluoro-benzyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one
713518-32-2

5-phenyl-1-(2,4,6-trifluoro-benzyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;94%
methylene chloride
74-87-3

methylene chloride

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-methyl-2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepine
3034-65-9

1-methyl-2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepine

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene at 20 - 25℃; for 4h;93%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

2-(4-methylpiperazin-1-yl)-5-phenyl-3H-1,4-benzodiazepine

2-(4-methylpiperazin-1-yl)-5-phenyl-3H-1,4-benzodiazepine

Conditions
ConditionsYield
With titanium tetrachloride; methoxybenzene In dichloromethane at 100℃; for 1h;93%
(2-chloroethyl)dimethylamine hydrochloride
4584-46-7

(2-chloroethyl)dimethylamine hydrochloride

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

2,3-dihydro-1-(2-dimethylaminoethyl)-5-phenyl-1H-1,4-benzodiazepin-2-one

2,3-dihydro-1-(2-dimethylaminoethyl)-5-phenyl-1H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With potassium iodide In hexane; water; N,N-dimethyl-formamide; mineral oil93%
With potassium iodide In hexane; water; N,N-dimethyl-formamide; mineral oil93%
With potassium iodide In hexane; water; N,N-dimethyl-formamide; mineral oil93%
α-bromoacetophenone
70-11-1

α-bromoacetophenone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1,3-dihydro-1-phenacyl-5-phenyl-2H-1,4-benzodiazepin-2-one
145084-40-8

1,3-dihydro-1-phenacyl-5-phenyl-2H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene for 6h; Ambient temperature;90%
2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
2894-61-3

7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
With sulfuric acid; bromine In acetic acid at 20℃; for 48h;90%
With sulfuric acid; bromine In acetic acid65.9%
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-(but-3-en-1-yl)-5-phenyl-1H-benzo[e][1,4]diazepin-2-one
328917-83-5

1-(but-3-en-1-yl)-5-phenyl-1H-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;
Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
89%
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;
Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
ethyl bromoacetate
105-36-2

ethyl bromoacetate

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

(2-oxo-5-phenyl-2,3-dihydrobenzo[e][1,4]diazepin-1-yl)acetic acid ethyl ester
497873-44-6

(2-oxo-5-phenyl-2,3-dihydrobenzo[e][1,4]diazepin-1-yl)acetic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 20℃; for 1h;
88%
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
64%
2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

nitrazepam
146-22-5

nitrazepam

Conditions
ConditionsYield
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 5h; Ionic liquid;88%
methyl 2-(((tert-butoxycarbonyl)oxy)methyl)acrylate
1242071-55-1

methyl 2-(((tert-butoxycarbonyl)oxy)methyl)acrylate

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

methyl 2-[2-(2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)benzyl]acrylate

methyl 2-[2-(2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)benzyl]acrylate

Conditions
ConditionsYield
With bromopentacarbonylmanganese(I); sodium acetate In 1,4-dioxane at 80℃; for 16h; Inert atmosphere; Schlenk technique;85%
N,N,N-(ferrocenylmethyl)trimethylammonium iodide

N,N,N-(ferrocenylmethyl)trimethylammonium iodide

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1,3-dihydro-1-ferrocenylmethyl-5-phenyl-2H-1,4-benzodiazepin-2-one
1350644-53-9

1,3-dihydro-1-ferrocenylmethyl-5-phenyl-2H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With potassium tert-butoxide In N,N-dimethyl-formamide under N2; t-BuOK added to soln. of benzodiazepine in freshly distd. DMF at 0°C; stirred at 0°C for 30 min; Fe complex in DMF addedat 20°C; heated at 150°C for 4 h; aq. HCl added until neutralization; extd. by CH2Cl2; org. layers dried (MgSO4); evapd.; purified by column chromy. (ethyl acetate-petroleum ether 5:5); elem. anal.;84%
[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]
905718-45-8

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-(4-nitrophenyl)-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

1-(4-nitrophenyl)-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With ammonium hydroxide In 1,2-dichloro-ethane at 20℃; for 0.5h; Solvent; Reagent/catalyst; Inert atmosphere;82%
bromopentene
1119-51-3

bromopentene

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1-(pent-4-en-1-yl)-5-phenyl-1H-benzo[e][1,4]diazepin-2-one
328917-81-3

1-(pent-4-en-1-yl)-5-phenyl-1H-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;
Stage #2: bromopentene In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
81%
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;
Stage #2: bromopentene In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione
4547-02-8

7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-thione

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one With aluminum (III) chloride; chlorine In dichloromethane at 10 - 20℃;
Stage #2: With sodiumsulfide nonahydrate; tetrabutylammomium bromide; dihydrogen peroxide for 2h; Reflux;
78.7%
2-bromo-1-o-tolylethanone
51012-65-8

2-bromo-1-o-tolylethanone

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
2898-08-0

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one

1,3-dihydro-1-(2'-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one
145084-43-1

1,3-dihydro-1-(2'-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In toluene for 6h; Ambient temperature;78%

1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one Chemical Properties

Molecular Structure of 1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one (CAS No.2898-08-0):

Molecular Formula: C15H12N2
Molecular Weight: 236.2686
CAS No: 2898-08-0
IUPAC Name: 5-Phenyl-1,3-dihydro-1,4-benzodiazepin-2-one  
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 32.67 Å2
Index of Refraction: 1.647
Molar Refractivity: 70.98 cm3
Molar Volume: 195.2 cm3
Surface Tension: 48.1 dyne/cm
Density: 1.21 g/cm3
Flash Point: 210.5 °C
Enthalpy of Vaporization: 67.89 kJ/mol
Boiling Point: 424.4 °C at 760 mmHg
Vapour Pressure: 2.08E-07 mmHg at 25°C
InChI: InChI=1/C15H12N2O/c18-14-10-16-15(11-6-2-1-3-7-11)12-8-4-5-9-13(12)17-14/h1-9H,10H2,(H,17,18)
InChIKey: IVUAAOBNUNMJQC-UHFFFAOYAK
Std. InChI: InChI=1S/C15H12N2O/c18-14-10-16-15(11-6-2-1-3-7-11)12-8-4-5-9-13(12)17-14/h1-9H,10H2,(H,17,18)
Std. InChIKey: IVUAAOBNUNMJQC-UHFFFAOYSA-N
Product Categories: Pharmacetical

1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one Specification

   1,3-Dihydro-5-phenyl-1,4-benzodiazepin-2-one (CAS No.2898-08-0), its synonyms are 1,3-Dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one ; 2H-1,4-benzodiazepin-2-one, 1,3-dihydro-5-phenyl- ; 5-Phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one ; 5-Phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one ; 2,3-Dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one  

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