Imidazole → 1-(5-Nitro-2-methyl-phenylsulfonyl)-imidazole

HRID 985957

Reaction equation

HRID 985957 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10](Cl)(=[O:12])=[O:11])[CH:9]=1)([O-:3])=[O:2].[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.O>N1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10]([N:15]2[CH:19]=[CH:18][N:17]=[CH:16]2)(=[O:12])=[O:11])[CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 8457o-Toluenesulfonyl chloride, 5-nitro-

Product 1

HCID 6850571-(5-Nitro-2-methyl-phenylsulfonyl)-imidazoleYield 63.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

2.36 g of 5-nitro-2-methyl-phenylsulfonyl chloride (0.01 mol) and 1.36 g of imidazole (0.02 mol) were dissolved in 15 ml of pyridine, and the mixture was stirred at 50° C. for 3 hours to react. After the reaction, the reaction mixture was poured into water, and extracted with chloroform. The chloroform layer was washed with water and dehydrated. Evaporation of chloroform gave 1.70 g of 1-(5-nitro-2-methyl-phenylsulfonyl)-imidazole of the m.p. 119°-120° C.

Workup

  1. customto react
  2. customAfter the reaction
  3. extractionextracted with chloroform
  4. washThe chloroform layer was washed with water
  5. customEvaporation of chloroform

Sources & evidence

ORD record
ord-fcb44b4c21584b2e92d076268a6bba5c
Source dataset
uspto-grants-1987_12
Patent number
US04710509

Linked notes

Loading…