Acetic Acid → HCID 18947702, compound

HRID 1591102Notes

Reaction equation

HRID 1591102 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:10]C(C#N)=[C:12]([C:14]#N)[N:13]=1.[C:18]([OH:21])(=[O:20])[CH3:19].S(=O)(=O)(O)[OH:23].[OH2:27]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:10][C:19]([C:18]([OH:21])=[O:20])=[C:12]([C:14]([OH:23])=[O:27])[N:13]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 962Water2×HCID 1118Sulfuric AcidHCID 189476992-(2,4-Dichlorophenyl)-1H-imidazole-4,5-dicarbonitrile

Product 1

HCID 18947702HCID 18947702, compound

Procedure

A mixture of 2-(2,4-dichlorophenyl)-4,5-dicyanoimidazole (10.05 g, 0.038 mol), glacial acetic acid (41 ml), concentrated sulphuric acid (19 ml) and water (9.4 ml) was heated at 120°-125° C. for 1.5 hours. After cooling the mixture was poured into water (300 ml) and the precipitated solid filtered off and dried in vacuo (100° C. at 50 mm Hg) to give 2-(2,4-dichlorophenyl)imidazole-4,5-dicarboxylic acid (10.24 g) m.p. 237.5°-238.5° C. as a white solid.

Workup

  1. temperaturewas heated at 120°-125° C. for 1.5 hours
  2. temperatureAfter cooling the mixture
  3. filtrationthe precipitated solid filtered off
  4. customdried in vacuo (100° C. at 50 mm Hg)

Sources & evidence

ORD record
ord-800a049993d14751a69dce6127ff24e0
Source dataset
uspto-grants-1993_04
Patent number
US05206257

Reaction notes

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