1-Methylimidazole → HCID 86662337, compound

HRID 921996

Reaction equation

HRID 921996 reaction equation
[Cl:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)=[O:4].[CH3:16][N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1>C(OCC)(=O)C>[Cl-:1].[C:13]([NH:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][C:3](=[O:4])[CH2:2][N:19]2[CH:20]=[CH:21][N+:17]([CH3:16])=[CH:18]2)=[CH:7][CH:8]=1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 132776644-Acetamidophenyl chloroacetate

Product 1

HCID 86662337HCID 86662337, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Acetamidophenyl 2-chloroacetate [2] (1.138 g, 5 mmol) and N-methylimidazol (0.492 g, 6 mmol) were suspended in 50 ml of anhydrous ethyl acetate and refluxed for 48 hrs. After cooling to room temperature the white precipitate was filtered, washed with ethylacetate and diethylether and dried under reduced pressure to give [3] in 79% yield. The product was pure according to 1H NMR and was directly subjected to the next step without further purification.

Workup

  1. temperaturerefluxed for 48 hrs
  2. filtrationwas filtered
  3. washwashed with ethylacetate and diethylether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-66f65af8eaf94b769d9526d19af39f97
Source dataset
uspto-grants-2016_03
Patent number
US09278134B2

Linked notes

Loading…