Acetic Acid → HCID 13075842, compound

HRID 223505Notes

Reaction equation

HRID 223505 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:3]=1[CH2:4][N:5]1[C:9](CC#N)=[C:8]([Cl:13])[N:7]=[C:6]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl.[C:28]([OH:31])(=[O:30])[CH3:29].O>C(O)C>[Cl:1][C:2]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][C:3]=1[CH2:4][N:5]1[C:9]([CH2:29][C:28]([OH:31])=[O:30])=[C:8]([Cl:13])[N:7]=[C:6]1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 962WaterHCID 13074118HCID 13074118, compound

Product 1

HCID 13075842HCID 13075842, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.9 g of 1-(2-chloro-5-nitrobenzyl)-4-chloro-5-cyanomethyl-2-phenylimidazole was boiled in a mixed solution of 12 ml of concentrated hydrochloric acid and 12 ml of glacial acetic acid for 3 hours. The reaction solution was concentrated to dryness under reduced pressure, and 50 ml of water was added to the residue, resulting in the formation of a colorless powder. The residue was dissolved in 30 ml of heated ethanol, and 30 ml of water was added. Upon cooling, there was obtained 1.7 g of 1-(2-chloro-5-nitrobenzyl)-4-chloro-2-phenylimidazole-5-acetic acid as colorless, prism-formed crystals. m.p. 200°-205° C.

Workup

  1. concentrationThe reaction solution was concentrated to dryness under reduced pressure, and 50 ml of water
  2. additionwas added to the residue
  3. customresulting in the formation of a colorless powder
  4. temperatureUpon cooling

Sources & evidence

ORD record
ord-6aeb88ee3ba64e7883f083f7148241f3
Source dataset
uspto-grants-1982_10
Patent number
US04355040

Reaction notes

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