Ammonium Chloride → HCID 178504664, compound

HRID 654801Notes

Reaction equation

HRID 654801 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:23]#[N:24])=[N:9]2)=[CH:4][CH:3]=1.[Cl-].[NH4+].[N-:27]=[N+:28]=[N-:29].[Na+]>CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:23]3[NH:29][N:28]=[N:27][N:24]=3)=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 10042938HCID 10042938, compound

Product 1

HCID 178504664HCID 178504664, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 1-(4-fluoropheny)-5-[4-(methylsulfonyl)phenyl]pyrazole-3-carbonitrile (1 g), ammonium chloride (0.25 g) and sodium azide (0.24 g) in N,N-dimethylformamide (10 ml) was stirred at 105° C. for 10 hours. The mixture was poured into ice-water, and the precipitates were collected, washed with water, and recrystallized from a mixture of ethanol and tetrahydrofuran to give crystals of 1-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-3-(5-tetrazolyl)pyrazole (0.71 g).

Workup

  1. customthe precipitates were collected
  2. washwashed with water
  3. customrecrystallized from a mixture of ethanol and tetrahydrofuran

Sources & evidence

ORD record
ord-df2c56153886499c834d32d0590ebf41
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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