Sulfuric Acid → 3-[2-(1-Methyl-5-nitro-1H-imidazol-2-yl)ethenyl]benzamide

HRID 905166Notes

Reaction equation

HRID 905166 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][N:7]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][N:9]=[C:8]1[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]#[N:24])[CH:18]=1>>[CH3:6][N:7]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][N:9]=[C:8]1[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23](=[O:2])[NH2:24])[CH:18]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 543955943-[2-(1-Methyl-5-nitro-1H-imidazol-2-yl)ethenyl]benzonitrile

Product 1

HCID 545645493-[2-(1-Methyl-5-nitro-1H-imidazol-2-yl)ethenyl]benzamide

Procedure

To 5 ml. of cold 90% sulfuric acid was added 1 g. (0.004 mole) of 1-methyl-5-nitro-2-[2-(3-cyanophenyl)vinyl]imidazole, and the resulting solution was warmed on a steam bath for five minutes and then poured into ice water. The solid which separated was collected by filtration, washed with water, dried and recrystallized from ethanol to give 1-methyl-5-nitro-2-[2-(3-carbamylphenyl)vinyl]imidazole, m.p. 254°-256° C.

Workup

  1. customThe solid which separated
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-74402508941c41b8847a04a0b4620bbd
Source dataset
uspto-grants-1983_12
Patent number
US04423046

Reaction notes

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