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CAS No.: | 103343-47-1 |
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Name: | 3-AMINO-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C15H13 N3 O |
Molecular Weight: | 251.288 |
Synonyms: | 2H-1,4-Benzodiazepin-2-one,3-amino-1,3-dihydro-5-phenyl-, (?à)-; 3-Amino-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one;3-Amino-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one;3-Amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one |
Density: | 1.3g/cm3 |
Boiling Point: | 456.7°Cat760mmHg |
Flash Point: | 230°C |
PSA: | 67.48000 |
LogP: | 2.03480 |
benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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; |
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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 |
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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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
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: t-BuOK; iAmONO / tetrahydrofuran 2: H2 / Ru/C / methanol / 3000.24 Torr View Scheme |
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
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 |