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2647-50-9

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Basic Information
CAS No.: 2647-50-9
Name: Flubromazepam
Article Data: 13
Molecular Structure:
Molecular Structure of 2647-50-9 (Flubromazepam)
Formula: C15H10BrFN2O
Molecular Weight: 333.16
Synonyms: 2H-1,4-Benzodiazepin-2-one,7-bromo-5-(2-fluorophenyl)-1,3-dihydro;7-Brom-5-<2-fluor-phenyl>-1.3-dihydro-2H-1.4-benzodiazepin-2-on;7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one;7-Brom-5-<2-fluor-phenyl>-2-oxo-1,2-dihydro-<1,4>benzodiazepin;7-bromo-5-(2-fluoro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one;7-Brom-5-<2-fluor-phenyl>-3H-1,4-benzodiazepin-2(1H)-on;7-bromo-5-(2-fluorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one;7-bromo-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one;
Density: 1.58±0.1 g/cm3(Predicted)
Melting Point: 189-190℃
Boiling Point: 465.7±45.0 °C(Predicted)
PSA: 44.95000
LogP: 2.89840
Synthetic route
1647-74-1

5-bromo-2-bromoacetamido-2'-fluorobenzophenone

2647-50-9

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

Conditions
ConditionsYield
With ammonia In methanol for 16h; Heating / reflux;56.8%
With ammonia for 5h; Heating;4.5 g
With ammonia In methanol for 18h;98.6 mg
With ammonia In methanol at 0 - 20℃;68 mg
1479-58-9

5-bromo-2'-fluoro-2-aminobenzophenone

598-21-0

2-Bromoacetyl bromide

2647-50-9

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

Conditions
ConditionsYield
Stage #1: 5-bromo-2'-fluoro-2-aminobenzophenone; 2-Bromoacetyl bromide With sodium hydrogencarbonate In dichloromethane
Stage #2: With ammonia In methanol Heating / reflux;
Stage #1: 5-bromo-2'-fluoro-2-aminobenzophenone; 2-Bromoacetyl bromide With sodium hydrogencarbonate In dichloromethane
Stage #2: With ammonia In methanol Heating / reflux;
2824-08-0

N(1)-[4-bromo-2-[(2-fluorophenyl)carbonyl]phenyl]glycinamide

2647-50-9

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

Conditions
ConditionsYield
With acetic acid In ethanol for 0.25h; Heating / reflux;
304854-54-4

2-amino-5-bromo-N-methoxy-N-methyl-benzamide

2647-50-9

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere
2: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3: ammonia / methanol / 18 h
View Scheme
1479-58-9

5-bromo-2'-fluoro-2-aminobenzophenone

2647-50-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2: ammonia / methanol / 18 h
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / dichloromethane; water / 2 h / 0 °C
2: ammonia / methanol / 0 - 20 °C
View Scheme
87-48-9

5-Bromo-1H-indole-2,3-dione

2647-50-9

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide; dihydrogen peroxide / water / 0.5 h / 50 °C
1.2: pH Ca. 4
2.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere
4.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
5.1: ammonia / methanol / 18 h
View Scheme
74189-16-5

2-amino-5-bromobenzoic acid hydrochloride

2647-50-9

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
2: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere
3: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
4: ammonia / methanol / 18 h
View Scheme
2647-50-9

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

10329-38-1

7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one 4-oxide

Conditions
ConditionsYield
With peracetic acid In dichloromethane for 4.5h; Ambient temperature;80.9%
123-38-6

propionaldehyde

2647-50-9

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

7-bromo-5-(2-fluorophenyl)-4-propyl-1,3,4,5-tetrahydro-2H-benzo[e][1,4]diazepin-2-one

Conditions
ConditionsYield
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 4h;
Stage #2: propionaldehyde In methanol at 20℃;
62%
2999-46-4

Ethyl isocyanoacetate

2647-50-9

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

612526-24-6

ethyl 8-bromo-6-(2'-fluorophenyl)-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate

Conditions
ConditionsYield
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: With diethyl chlorophosphate In tetrahydrofuran at 0℃; for 0.5h;
Stage #3: Ethyl isocyanoacetate In tetrahydrofuran at 0℃; for 1h;
58%
Stage #1: 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: With diethyl chlorophosphate In tetrahydrofuran at 0℃; for 0.5h;
Stage #3: Ethyl isocyanoacetate With sodium hydride; acetic acid more than 3 stages;
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