2-Methylimidazole → HCID 178499405, compound

HRID 1284080Notes

Reaction equation

HRID 1284080 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)Cl.[CH3:19][C:20]1[NH:21][CH:22]=[CH:23][N:24]=1>C(#N)C>[CH3:1][O:2][C:3](=[O:18])[C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:22]1[N:21]=[C:20]([CH3:19])[NH:24][CH:23]=1

Participants

4

Reactant 2

HCID 127492-MethylimidazoleHCID 512403154311-64-7

Product 1

HCID 178499405HCID 178499405, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

13 g diphenyl-α-chloroacetic acid methyl ester (0.05 mole) are heated to the boil for 20 hours with 12.1 g 2-methyl-imidazole in 100 ml acetonitrile. The acetonitrile is distilled off in a vacuum. 200 ml of water are added to the residue, which is then taken up in 200 ml methylene chloride. The methylene chloride is extracted twice with, in each case, 150 ml of water, dried and distilled off in a vacuum. The residue is recrystallized from a little ethyl acetate. There is so obtained the diphenyl-2-methyl-imidazolyl-acetic acid methyl ester of the melting point 136°C.

Workup

  1. distillationThe acetonitrile is distilled off in a vacuum
  2. addition200 ml of water are added to the residue, which
  3. extractionThe methylene chloride is extracted twice with, in each case, 150 ml of water
  4. customdried
  5. distillationdistilled off in a vacuum
  6. customThe residue is recrystallized from a little ethyl acetate

Sources & evidence

ORD record
ord-290d8c6dcccf494e8d12d6e69ca8fac9
Source dataset
uspto-grants-1976_08
Patent number
US03978069

Reaction notes

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