Sodium Acetate → 8-chloro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo-[4,3-a][1,4]benzodiazepine

HRID 1391261Notes

Reaction equation

HRID 1391261 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:6]=2[CH:21]=1.[Cl:22][CH2:23][C:24](Br)=O.C([O-])(=O)C.[Na+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:24]([CH2:23][Cl:22])=[N:13][N:12]=[C:10]3[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:6]=2[CH:21]=1

Participants

4

Reactant 3

HCID 517045Sodium AcetateHCID 123908757-Chloro-5-(2-chlorophenyl)-2-hydrazinyl-3H-1,4-benzodiazepineHCID 12610899Chloroacetyl bromide

Product 1

HCID 126123488-chloro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo-[4,3-a][1,4]benzodiazepine

Procedure

In the manner given in Example 1, 7-chloro-5-(o-chlorophenyl)-3H-1,4-benzodiazepin-2-yl hydrazine was reacted with chloroacetyl bromide and after 1.5 hours with sodium acetate, then the mixture was refluxed to give 8-chloro-1-(chloromethyl)-6-(o-chlorophenyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Workup

  1. temperaturethe mixture was refluxed

Sources & evidence

ORD record
ord-f4d0a40859e442729a6f483589108ab8
Source dataset
uspto-grants-1979_02
Patent number
US04141902

Reaction notes

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