Ammonium Chloride → HCID 178468766, compound

HRID 653721Notes

Reaction equation

HRID 653721 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]3[C:21]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:22][CH:23]=[CH:24][C:19]=3[N:18]=[C:17]2[CH3:30])=[CH:11][CH:10]=1)#[N:2].[N-:31]=[N+:32]=[N-:33].[Na+].[Cl-].[NH4+]>CN(C=O)C>[CH3:30][C:17]1[N:16]([CH2:15][C:12]2[CH:11]=[CH:10][C:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:1]3[NH:33][N:32]=[N:31][N:2]=3)=[CH:14][CH:13]=2)[C:20]2[C:21]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:22][CH:23]=[CH:24][C:19]=2[N:18]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 15654656HCID 15654656, compound

Product 1

HCID 178468766HCID 178468766, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-methylbenzimidazole-7-carboxylate (2.5 g), sodium azide (3.9 g) and ammonium chloride (3.2 g) in DMF (30 ml) was stirred for 4 days at 110°-120° C. The reaction mixture was worked up according to the procedure described in Working Example 23 to give crystals. Recrystallization from ethanol afforded colorless prisms (1.36 g, 49%), m.p. 205°-206° C.

Workup

  1. customto give crystals
  2. customRecrystallization from ethanol afforded colorless prisms (1.36 g, 49%), m.p. 205°-206° C.

Sources & evidence

ORD record
ord-9cfa3fa6924441f3b4d28b7a3362431a
Source dataset
uspto-grants-1992_07
Patent number
US05128356

Reaction notes

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