2-Methylimidazole → HCID 13273293, compound

HRID 2072204Notes

Reaction equation

HRID 2072204 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]=[N:16][CH:17]([NH:23][C:24](=O)[CH2:25][Cl:26])[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:8].CC1NC=CN=1>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]1[C:24]([CH2:25][Cl:26])=[N:23][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:16]1)=[O:8]

Participants

4

Reactant 2

HCID 127492-MethylimidazoleHCID 54339889HCID 54339889, compound

Product 1

HCID 13273293HCID 13273293, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 11.0 g. of ethyl [2-(2-pyridinecarbonyl)-phenyl]azo-(2-chloroacetamido)acetate and 2.5 g. of 2-methylimidazole in 500 ml. of ethanol is refluxed for one hour, followed by evaporation of the solvent. The residue is made alkaline with saturated aqueous sodium hydrogen carbonate solution, and extracted with chloroform. The chloroform layer is washed with water and dried over sodium sulfate, followed by evaporation of the solvent to give ethyl 1-[2-(2-pyridinecarbonyl)phenyl]-5-chloromethyl-1H-1,2,4-triazole-3-carboxylate as crystals. Recrystallization from acetone-n-hexane gives colorless prisms, melting at 129° to 130° C.

Workup

  1. customfollowed by evaporation of the solvent
  2. extractionextracted with chloroform
  3. washThe chloroform layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-54e2aece66414965a213bb81fab0d7fa
Source dataset
uspto-grants-1977_09
Patent number
US04049812

Reaction notes

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