103343-47-1

Basic information

• Product Name: 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE
• Synonyms: 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE;3-AMINO-5-PHENYL-1,3-DIHYDRO-BENZO[E][1,4]DIAZEPIN-2-ONE;3-AMINO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BEZODIAZEPIN-2-ONE;3-AMINO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE;3-AMino-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one;2H-1,4-Benzodiazepin-2-one, 3-amino-1,3-dihydro-5-phenyl-, (±)-
• CAS NO: 103343-47-1
• Molecular Formula: C₁₅H₁₃N₃O
• Molecular Weight: 251.28
• Product Categories: pharmacetical
• Mol File: 103343-47-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 456.7°Cat760mmHg
• Flash Point: 230°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 1.58E-08mmHg at 25°C
• Refractive Index: 1.683
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.14±0.70(Predicted)
• CAS DataBase Reference: 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE(103343-47-1)
• EPA Substance Registry System: 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE(103343-47-1)

Safety Data

• Hazardous Substances Data: 103343-47-1(Hazardous Substances Data)

Usage

General Description

"3-Amino-5-Phenyl-1,3-Dihydro-2H-1,4-Benzodiazepin-2-One" is a chemical compound that belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Specifically, it features a phenyl group and an amino group, resulting in its complex structure. Often used in research and in laboratories, it's typically utilized for its various pharmacological properties. However, specific details regarding its applications, hazards, and other physical and chemical properties vary depending on its specific usage and preparation.

InChI:InChI=1/C15H13N3O/c16-14-15(19)17-12-9-5-4-8-11(12)13(18-14)10-6-2-1-3-7-10/h1-9,14H,16H2,(H,17,19)

Synthetic route

benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate (108895-98-3) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
With hydrogen bromide In acetic acid 1.) 70 deg C, 20 min, 2.) 80 deg C, 20 min;	88%
With hydrogen bromide; acetic acid at 70℃; for 0.5h;	33%
With sodium hydroxide; palladium on activated charcoal 1. HCO2H(95percent)-CH3OH(5:95 v/v), 45 gradC, 3h; 2. CH2Cl2; Yield given. Multistep reaction;

5-phenyl-1H-benzo[e][1,4]diazepine-2,3-dione 3-oxime → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
With hydrogen; Ru-carbon In methanol under 3000.24 Torr; Reduction;

benzyl N-[[(2-benzoylphenyl)carbamoyl](1H-1,2,3-benzotriazol-1-yl)methyl]carbamate (161365-74-8) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NH3 / methanol; tetrahydrofuran / 18 h 1.2: 6.94 g / NH4OAc; AcOH / 18 h / 20 °C 2.1: 33 percent / HBr; AcOH / 0.5 h / 70 °C View Scheme
Multi-step reaction with 3 steps 1: NH3 / tetrahydrofuran; CH2Cl2; methanol / 0.5 h 2: NH4OAc / acetic acid / Ambient temperature 3: 88 percent / HBr / acetic acid / 1.) 70 deg C, 20 min, 2.) 80 deg C, 20 min View Scheme
Multi-step reaction with 4 steps 1: ammonia / methanol / 3 h / 20 °C 2: acetic acid; ammonium acetate / 16 h / 20 °C 3: acetic acid; hydrogen bromide / 0.5 h / 70 °C 4: ammonium hydroxide / water / pH 14 / Cooling with ice View Scheme
Multi-step reaction with 4 steps 1: ammonia / methanol / 3 h / 20 °C 2: acetic acid; ammonium acetate / methanol / 16 h / 20 °C 3: acetic acid; hydrogen bromide / 0.5 h / 70 °C 4: ammonium hydroxide / water / pH 14 / Cooling with ice View Scheme

2- (108895-97-2) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C 2: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NH4OAc / acetic acid / Ambient temperature 2: 88 percent / HBr / acetic acid / 1.) 70 deg C, 20 min, 2.) 80 deg C, 20 min View Scheme
Multi-step reaction with 2 steps 1: CH3COONH4 / acetic acid / 2.5 h / 55 °C 2: 90percent aq. formic acid / 10percent Pd on C / methanol / 3 h / 40 - 50 °C View Scheme

(2-aminophenyl)(phenyl)methanone (2835-77-0) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: isobutyl chloroformate; N-methylmorpholine / CH2Cl2 / 0.5 h / Heating 1.2: 86 percent / CH2Cl2 / 0.5 h / Heating 2.1: NH3(gas); mercuric chloride / tetrahydrofuran / 3 h / 0 - 20 °C 3.1: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C 4.1: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: pyridine 2: t-BuOK; iAmONO / tetrahydrofuran 3: H2 / Ru/C / methanol / 3000.24 Torr View Scheme
Multi-step reaction with 4 steps 1: 1) N-methylmorpholine, isobutyl chloroformate / 1) CH2Cl2, 0 deg C, 15 min; 2) CH2Cl2, reflux, 20 min 2: NH3, HgCl2 / tetrahydrofuran / 3 h 3: CH3COONH4 / acetic acid / 2.5 h / 55 °C 4: 90percent aq. formic acid / 10percent Pd on C / methanol / 3 h / 40 - 50 °C View Scheme

[(2-benzoyl-phenylcarbamoyl)propylsulfanylmethyl]carbamic acid benzyl ester (821800-04-8) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: NH3(gas); mercuric chloride / tetrahydrofuran / 3 h / 0 - 20 °C 2: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C 3: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C View Scheme

benzonitrile (100-47-0) + Cp2Zr(isoprene) (1) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 4 steps 1: BCl3; AlCl3 / 1,2-dichloro-ethane 2: pyridine 3: t-BuOK; iAmONO / tetrahydrofuran 4: H2 / Ru/C / methanol / 3000.24 Torr View Scheme

aniline (62-53-3) + Wang resin-bound styrene 4 → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 4 steps 1: BCl3; AlCl3 / 1,2-dichloro-ethane 2: pyridine 3: t-BuOK; iAmONO / tetrahydrofuran 4: H2 / Ru/C / methanol / 3000.24 Torr View Scheme

2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one (2898-08-0) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: t-BuOK; iAmONO / tetrahydrofuran 2: H2 / Ru/C / methanol / 3000.24 Torr View Scheme

2- (106849-44-9) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: NH3, HgCl2 / tetrahydrofuran / 3 h 2: CH3COONH4 / acetic acid / 2.5 h / 55 °C 3: 90percent aq. formic acid / 10percent Pd on C / methanol / 3 h / 40 - 50 °C View Scheme
Multi-step reaction with 3 steps 1: 100 percent / NH3 (g), HgCl2 / tetrahydrofuran / 3 h / 0 - 23 °C 2: 75 percent / NH4OAc / acetic acid / 12 h / 23 °C 3: 2. NaOH (40percent) / 10percent Pd/C / 1. HCO2H(95percent)-CH3OH(5:95 v/v), 45 gradC, 3h; 2. CH2Cl2 View Scheme
Multi-step reaction with 3 steps 1: 100 percent / NH3 (g), HgCl2 / tetrahydrofuran / 3 h / 0 - 23 °C 2: under neutral or basic cyclization conditions 3: 2. NaOH (40percent) / 10percent Pd/C / 1. HCO2H(95percent)-CH3OH(5:95 v/v), 45 gradC, 3h; 2. CH2Cl2 View Scheme

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) + benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate (108895-98-3) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
In acetic acid; ethyl acetate; isopropyl alcohol

(Z)-3-amino-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)one hydrobromide → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
With ammonium hydroxide In water pH=14; Cooling with ice;	16.8 g
With ammonium hydroxide In water pH=14; Cooling with ice;

(R)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1.4]-diazepin-2-one (796038-21-6) → 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1)

Conditions	Yield
With sodium methylate In methanol at 60℃; for 16h; Large scale;	0.9 kg

bis(trichloromethyl) carbonate (32315-10-9) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → C16H11N3O2

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 0℃; for 0.5h;	100%
With sodium hydrogencarbonate In dichloromethane at 0℃; for 0.5h;

Benzoyl isothiocyanate (532-55-8) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → C23H18N4O2S

Conditions	Yield
In dichloromethane at 20℃; for 2h;	100%
In dichloromethane at 20℃; for 2h;	390 mg

Di-p-toluoyl-L-tartaric acid (32634-66-5) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → C15H13N3O*C20H18O8

Conditions	Yield
With air In 1,4-dioxane at 20℃; for 24h;	99%

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) + 1,1'-carbonyldiimidazole (530-62-1) → N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-1H-imidazole-1-carboxamide

Conditions	Yield
In acetonitrile at 0 - 20℃;	93%
In tetrahydrofuran at 23℃; for 12h;

4-indol-3-yl-butyric acid (133-32-4) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 4-(1H-Indol-3-yl)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-butyramide (103343-74-4)

Conditions	Yield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide	92%

o-chlorobenzoyl chloride (609-65-4) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2-chloro-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide (103373-17-7)

Conditions	Yield
With triethylamine In dichloromethane	90%
With triethylamine In methanol; dichloromethane; chloroform

3,4-dichlorbenzoic acid (51-44-5) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 3,4-dichloro-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide (103373-21-3)

Conditions	Yield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane	90%

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) + 2-chloro-4-(morpholin-4-yl)benzoic acid (175153-55-6) → 2-chloro-4-morpholin-4-yl-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	90%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → [1-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenylethyl] carbamic acid tert-butyl ester (207600-12-2)

Conditions	Yield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide	89%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 0.5h;
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 18h;

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) + 2-trifluoromethoxy-benzoyl chloride (162046-61-9) → N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2-trifluoromethoxy-benzamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 18h;	88%

2-cyclohexylbenzoic acid (97023-48-8) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2-cyclohexyl-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	85%

quinoline-8-sulfonyl chloride (18704-37-5) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → Quinoline-8-sulfonic acid (2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-amide (215511-35-6)

Conditions	Yield
With triethylamine In chloroform for 0.5h; Heating;	80%

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) + 3-(trifluoromethoxy)benzoyl chloride (86270-03-3) → N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-trifluoromethoxy-benzamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 18h;	79%

3-tolyl isocyanate (621-29-4) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 1-((R)-2-Oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-m-tolyl-urea

Conditions	Yield
In tetrahydrofuran at 23℃; for 1h;	78%

tetrahydro-2-furancarboxylic acid (16874-33-2) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → tetrahydro-furan-2-carboxylic acid (2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-amide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	78%

1,1'-Thiocarbonyldiimidazole (6160-65-2) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → C16H15N5OS

Conditions	Yield
Stage #1: 1,1'-Thiocarbonyldiimidazole; 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one In N,N-dimethyl-formamide for 0.333333h; Stage #2: With hydrazine hydrate In N,N-dimethyl-formamide for 0.5h;	76%
Stage #1: 1,1'-Thiocarbonyldiimidazole; 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one In N,N-dimethyl-formamide for 0.333333h; Stage #2: With hydrazine hydrate In N,N-dimethyl-formamide for 0.5h;

4-nitro-o-anisic acid (2597-56-0) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2-methoxy-4-nitro-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	75%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 18h;	74%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 18h;

2,4 dimethoxybenzoic acid (91-52-1) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2,4-dimethoxy-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	74%

N,N-dimethylanthranilic acid (610-16-2) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2-dimethylamino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	73%

2-Thiophenecarbonyl chloride (5271-67-0) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)thiophen-2-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 18h;	72%

2-ethoxybenzoic acid (134-11-2) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 2-ethoxy-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	72%

4-chloro-benzoyl chloride (122-01-0) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 1,3-dihydro-3-(RS)-(4-chlorophenylcarbonyl)amino-5-phenyl-2H-1,4-benzodiazepin-2-one (103373-10-0)

Conditions	Yield
With triethylamine In dichloromethane	70%

p-toluenesulfonyl chloride (98-59-9) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 4-Methyl-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzenesulfonamide (215511-32-3)

Conditions	Yield
With triethylamine In chloroform for 0.5h; Heating;	66%

acetic anhydride (108-24-7) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 3-acetylamino-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one (70890-53-8)

Conditions	Yield
With pyridine at 20℃; for 1.5h;	66%
With pyridine at 20℃; for 1.5h;

ortho-anisaldehyde (135-02-4) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 3-(2-methoxy-benzylamino)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 18h;	65%

5-fluoro-2-methoxybenzoic acid (394-04-7) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 5-fluoro-2-methoxy-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	64%

1-Fluoro-2-isocyanato-benzene (16744-98-2) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → 1-(2-fluoro-phenyl)-3-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-urea

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h;	63%
With triethylamine In tetrahydrofuran at 20℃; for 18h;	62%

2,6-dichloro-1,3-benzoxazole (3621-82-7) + 3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → C22H15ClN4O2

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 60℃; for 1h;	62%
With triethylamine In N,N-dimethyl-formamide at 60℃; for 1h;	500 mg

Upstream product

• 108895-98-3 benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate 
• 161365-74-8 benzyl N-[[(2-benzoylphenyl)carbamoyl](1H-1,2,3-benzotriazol-1-yl)methyl]carbamate 
• 108895-97-2 2-α-(benzyloxycarbonyl)glycinyl)amino>benzophenone 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 821800-04-8 [(2-benzoyl-phenylcarbamoyl)propylsulfanylmethyl]carbamic acid benzyl ester 
• 100-47-0 benzonitrile 
• 62-53-3 aniline 
• 796038-21-6 (R)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1.4]-diazepin-2-one 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 106849-44-9 2-α-(benzyloxycarbonyl)-glycinyl)-amino>-benzophenone 
• 2898-08-0 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one 

Downstream Products

• 116842-74-1 pyrazine-2-carboxylic acid (2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-amide 
• 103343-89-1 1H-Indole-3-carboxylic acid (2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-amide 
• 103343-46-0 (3RS)-1,3-dihydro-3-(2-indolyl-carbonylamino)-5-phenyl-2H-1,4-benzodiazepine-2-one 
• 103343-51-7 2-(1H-Indol-3-yl)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-acetamide 
• 103343-50-6 3(RS)-[3-(3-indolyl)propionylamino]-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one 
• 103343-74-4 4-(1H-Indol-3-yl)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-butyramide 
• 103373-24-6 4-Fluoro-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide 
• 103373-20-2 3-(RS)-(m-Chlorobenzoylamino)-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one 
• 103373-17-7 2-chloro-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-benzamide 
• 103373-29-1 4-Cyano-N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-benzamide 
• 103373-25-7 N-(2-Oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-4-trifluoromethyl-benzamide 
• 103373-10-0 1,3-dihydro-3-(RS)-(4-chlorophenylcarbonyl)amino-5-phenyl-2H-1,4-benzodiazepin-2-one 
• 103373-42-8 1,3-Dihydro-5-phenyl-3(RS)-(4-phenylbenzoylamino)-2H-1,4-benzodiazepin-2-one 
• 116842-86-5 4-Chloro-N-(2,3-dihydro-2-oxo-5-phenyl-1,4-benzodiazepin-3-yl)-benzeneacetamide 

Relevant articles and documents

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