Triethylamine → 8-methylthio-6-phenyl-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]-benzodiazepine

HRID 436565Notes

Reaction equation

HRID 436565 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].C(N(CC)CC)C.[CH3:20][S:21][C:22]1[CH:23]=[CH:24][C:25]2[N:31]3[C:32]([CH2:35]Cl)=[N:33][N:34]=[C:30]3[CH2:29][N:28]=[C:27]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C:26]=2[CH:43]=1>CN(C)C=O>[CH3:20][S:21][C:22]1[CH:23]=[CH:24][C:25]2[N:31]3[C:32]([CH2:35][O:1][N:2]4[C:3](=[O:12])[C:4]5=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]5[C:6]4=[O:7])=[N:33][N:34]=[C:30]3[CH2:29][N:28]=[C:27]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[C:26]=2[CH:43]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10665N-HydroxyphthalimideHCID 203611608-(methylthio)-1-(chloromethyl)-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 203612428-methylthio-6-phenyl-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]-benzodiazepine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the manner given in Example 1, N-hydroxyphthalimide and triethylamine in dimethylformamide is treated with 8-methylthio-6-phenyl-1-(chloromethyl)-4H-s-triazolo-[4,3-a][1,4]benzodiazepine to give 8-methylthio-6-phenyl-1-[(phthalimidooxy)methyl]-4H-s-triazolo[4,3-a][1,4]-benzodiazepine.

Sources & evidence

ORD record
ord-f4cac1598e75461c986c5ed9d56af93c
Source dataset
uspto-grants-1977_02
Patent number
US04009175

Reaction notes

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