Potassium Cyanide → (8-chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-1-yl)acetonitrile

HRID 1391265Notes

Reaction equation

HRID 1391265 reaction equation
Br[CH2:2][C:3]1[N:7]2[C:8]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:9]=3[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:11][CH2:12][C:6]2=[N:5][N:4]=1.[C-:24]#[N:25].[K+]>CS(C)=O>[Cl:23][C:20]1[CH:21]=[CH:22][C:8]2[N:7]3[C:3]([CH2:2][C:24]#[N:25])=[N:4][N:5]=[C:6]3[CH2:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:9]=2[CH:19]=1

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 202052201-(Bromomethyl)-8-chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 12562505(8-chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-1-yl)acetonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner 1-bromomethyl-8-chloro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine can be condensed with potassium cyanide in dimethylsulfoxide to give 8-chloro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-acetonitrile.

Sources & evidence

ORD record
ord-5bbb2be3d8fd4f8e9b73b20ddf1cf316
Source dataset
uspto-grants-1979_02
Patent number
US04141902

Reaction notes

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