Hydroxylamine → 8-chloro-1-[(hydroxyamino)methyl]-6-phenyl-4H-s-triazolo [4,3-a][1,4]benzodiazepine

HRID 441395Notes

Reaction equation

HRID 441395 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15]Cl)=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:6]=2[CH:23]=1.[NH2:24][OH:25].[H-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15][NH:24][OH:25])=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:6]=2[CH:23]=1

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 24758Sodium hydrideHCID 126123458-chloro-1-(chloromethyl)-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 203612388-chloro-1-[(hydroxyamino)methyl]-6-phenyl-4H-s-triazolo [4,3-a][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the manner given in Example 15, 8-chloro-1-(chloromethyl)-6-phenyl-4H-s-triazolo[4,3-a] [1,4]-benzodiazepine is treated with a cold mixture of hydroxylamine and sodium hydride in dimethylformamide to give 8-chloro-1-[(hydroxyamino)methyl]-6-phenyl-4H-s-triazolo [4,3-a][1,4]benzodiazepine.

Sources & evidence

ORD record
ord-f462e8c375d3453985d59adc65aec232
Source dataset
uspto-grants-1977_08
Patent number
US04039551

Reaction notes

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