Imidazole → HCID 13937454, compound

HRID 653067Notes

Reaction equation

HRID 653067 reaction equation
Cl[CH:2]([S:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)[C:3]#[N:4].[NH:13]1[CH:17]=[CH:16][N:15]=[CH:14]1>O>[C:3]([CH:2]([S:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)[N:13]1[CH:17]=[CH:16][N:15]=[CH:14]1)#[N:4]

Participants

4

Reactant 2

HCID 795ImidazoleHCID 20195427HCID 20195427, compound

Product 1

HCID 13937454HCID 13937454, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 125 ml three-necked round bottom flask are placed 33 g (0.15 mole) of α-chloro-α-p-chlorophenylthioacetonitrile and 33 g (0.48 mole) of imidazole. The mixture is heated to 60° when an exothermic reaction sets in (110°). It is then cooled to room temperature, poured into water and extracted with ether. The combined ether extracts are evaporated to give 20 g of a brown solid which when triturated with ether gives 7 g of pure product, mp 120°-2°.

Workup

  1. customInto a 125 ml three-necked round bottom flask are placed
  2. temperatureThe mixture is heated to 60° when
  3. customan exothermic reaction
  4. customsets in (110°)
  5. extractionextracted with ether
  6. customThe combined ether extracts are evaporated

Sources & evidence

ORD record
ord-7df5a125b92a42b599eaa69c2df127e1
Source dataset
uspto-grants-1987_06
Patent number
US04675316

Reaction notes

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