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8-chloro-1-(chloromethyl)-6-phenyl-4H-s-triazolo<4,3-a><1,4>benzodiazepine
dimethyl amine
adinazolam
Conditions | Yield |
---|---|
With potassium iodide In tetrahydrofuran; methanol for 18h; Ambient temperature; | 88.9% |
N-[4-(2-benzoyl-4-chloro-phenyl)-5-(dimethylamino-methyl)-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide
adinazolam
Conditions | Yield |
---|---|
With methylamine In ethanol; dichloromethane for 18h; Ambient temperature; | 70.2% |
With hydrazine hydrate In ethanol 1) room temp. 2.5 h.,2) 63 deg C, 3 h.; | 63.1% |
estazolam
adinazolam
Conditions | Yield |
---|---|
In methanol | 68.7% |
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In water; acetonitrile for 1.75h; | 64.3% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h; | 62% |
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In methanol; acetonitrile | 37.6% |
estazolam
bis-(dimethylamino)methane
A
8-chloro-1,4-bis-(dimethylamino-methyl)-6-phenyl-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine
B
adinazolam
Conditions | Yield |
---|---|
With potassium carbonate; benzoyl chloride 1) DMF, 0 deg C, 2) DMF, 60 deg C, 3 h; Yield given. Multistep reaction; | |
With potassium carbonate; benzoyl chloride 1) DMF, 0 deg C, 2) DMF, 60 deg C, 3 h; Multistep reaction; |
adinazolam
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid / 0.33 h / Heating 2: 88.9 percent / KI / tetrahydrofuran; methanol / 18 h / Ambient temperature View Scheme |
7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine
adinazolam
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 1.58 h / 0 - 20 °C 2: acetic acid / 0.33 h / Heating 3: 88.9 percent / KI / tetrahydrofuran; methanol / 18 h / Ambient temperature View Scheme |
1,3-Dioxo-2-isoindolineacetic Acid, <methylene>hydrazine
adinazolam
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 53 percent / trifluoroacetic acid / toluene / 1.5 h / 100 - 110 °C 2: 84.9 percent / acetyl chloride / dimethylformamide / 25 h / 50 - 54 °C 3: 63.1 percent / hydrazin hydrate / ethanol / 1) room temp. 2.5 h.,2) 63 deg C, 3 h. View Scheme |
N-[4-(2-benzoyl-4-chloro-phenyl)-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide
adinazolam
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 84.9 percent / acetyl chloride / dimethylformamide / 25 h / 50 - 54 °C 2: 63.1 percent / hydrazin hydrate / ethanol / 1) room temp. 2.5 h.,2) 63 deg C, 3 h. View Scheme |
3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline
adinazolam
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 90.7 percent / pyridine / tetrahydrofuran / 6 h / 0 - 25 °C 2: 53 percent / trifluoroacetic acid / toluene / 1.5 h / 100 - 110 °C 3: 84.9 percent / acetyl chloride / dimethylformamide / 25 h / 50 - 54 °C 4: 63.1 percent / hydrazin hydrate / ethanol / 1) room temp. 2.5 h.,2) 63 deg C, 3 h. View Scheme |
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuryl dichloride In 2,2,4-trimethylpentane; dichloromethane; water; N,N-dimethyl-formamide; toluene |
adinazolam
8-chloro-1-[(dimethylamino)methyl]-5,6-dihydro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In acetic acid under 1323.9 Torr; for 3.66667h; Yield given; |
adinazolam
N-Demethyladinazolam
Conditions | Yield |
---|---|
With humal liver microsomes In methanol; phosphate buffer at 37℃; pH=7.5; Enzyme kinetics; N-demethylation; Enzymatic reaction; |
Conditions | Yield |
---|---|
In methanol; acetic acid butyl ester |
8-chloro-6-(2-chlorophenyl)-4H-s-triazolo<4,3-a>-1,4-benzodiazepine
adinazolam
[8-chloro-6-(2-chloro-phenyl)-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepin-1-ylmethyl]-dimethyl-amine
Conditions | Yield |
---|---|
In methanol; chloroform |
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