Ammonia → HCID 178436224, compound

HRID 35029Notes

Reaction equation

HRID 35029 reaction equation
[Na].C([S:9][C:10]1[N:11]([C:18]2[C:23]([CH2:24][CH3:25])=[CH:22][CH:21]=[CH:20][C:19]=2[CH2:26][CH3:27])[C:12]([C:15]([OH:17])=[O:16])=[CH:13][N:14]=1)C1C=CC=CC=1.N.[Cl-].[NH4+].Cl>O>[CH2:26]([C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([CH2:24][CH3:25])[C:18]=1[N:11]1[C:12]([C:15]([OH:17])=[O:16])=[CH:13][N:14]=[C:10]1[SH:9])[CH3:27]

Participants

7

Reactant 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 13799565HCID 13799565, compound

Product 1

HCID 178436224HCID 178436224, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.3 g (0.1 mol) of sodium were added in portions to a suspension of 5 g (0.014 mol) of 2-benzylthio-1-(2,6-diethylphenyl)-imidazole-5-carboxylic acid in 50 ml of liquid ammonia at -40° to -50° C. After 1 hour, 6 g of ammonium chloride were added at the same temperature, and the mixture was allowed to warm up to room temperature overnight. The residue was taken up in 200 ml of water, and the solution was acidified to pH 3 with semiconcentrated hydrochloric acid and filtered under suction. 3.0 g (79% of theory) of 1-(2,6-diethylphenyl)-2-mercaptoimidazole-5-carboxylic acid, a solid having a melting point above 230° C., were obtained.

Workup

  1. filtrationfiltered under suction
  2. customwere obtained

Sources & evidence

ORD record
ord-b8679006a4264c0387f20959b5088f79
Source dataset
uspto-grants-1988_08
Patent number
US04764624

Reaction notes

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