Water → HCID 21413419, compound

HRID 2071294Notes

Reaction equation

HRID 2071294 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=O)=[CH:4][CH:3]=1.C1(C)C=CC=CC=1.[CH3:18][C:19]1[NH:20][CH:21]=[CH:22][N:23]=1.[OH2:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:9]=[C:22]([C:21](=[O:24])[NH2:20])[N:23]=[C:19]2[CH3:18])=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 76934-Chlorophenyl IsocyanateHCID 127492-Methylimidazole

Product 1

HCID 21413419HCID 21413419, compoundYield 74%

Procedure

A solution of 15.3 g. (0.1 mol.) of 4-chlorophenyl-isocyanate in 120 ml. of toluene is added dropwise to the stirred solution of 8.61 g. (0.105 mol.) of 2-methyl-imidazole in 60 ml. of water at 10° to 12° C., under cooling. The reaction mixture is stirred at room temperature for one hour. The separated product is filtered off, washed with water and dried. 17.4 g. (74%) of 1-(4-chlorophenyl)-carbamoyl-2-methylimidazole are obtained; m.p.: 138°-140° C.

Workup

  1. filtrationThe separated product is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-1479c3f80871468481746aee99239938
Source dataset
uspto-grants-1977_09
Patent number
US04046773

Reaction notes

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