Ammonium Chloride → HCID 178504665, compound

HRID 1899105Notes

Reaction equation

HRID 1899105 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]#[N:14])=[CH:10][C:9]=2[C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:4][CH:3]=1.[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+]>CN(C)C=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([C:13]3[NH:27][N:26]=[N:25][N:14]=3)=[CH:10][C:9]=2[C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 10642083HCID 10642083, compound

Product 1

HCID 178504665HCID 178504665, compoundYield 25.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]thiophene-2-carbonitrile (3.1 g), sodium azide (1.3 g) and ammonium chloride (1.5 g) in N,N-dimethylformamide (30 ml) was stirred at 120° C. for 24 hours. The mixture was poured into ice-water, and the resulting mixture was acidified. The precipitates were collected and recrystallized from ethanol to give crystals of 2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-5-(5-tetrazolyl)thiophene (0.9 g).

Workup

  1. customThe precipitates were collected
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6ae7600e49a04925b171187df12092ec
Source dataset
uspto-grants-1996_11
Patent number
US05571810

Reaction notes

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