Acetyl chloride → N-[(5-Acetyl-2-thienyl)methyl]acetamide

HRID 2413891Notes

Reaction equation

HRID 2413891 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].[C:11](Cl)(=[O:13])[CH3:12].[Cl-].[Al+3].[Cl-].[Cl-]>ClC(Cl)C>[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11](=[O:13])[CH3:12])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 30617N-[(Thiophen-2-yl)methyl]ethanimidic acidHCID 6451240Aluminum(III) Chloride

Product 1

HCID 7131592N-[(5-Acetyl-2-thienyl)methyl]acetamide

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
10 °C

Procedure

To a solution of 40 g of 2-acetylaminomethylthiophene and 30.3 g of acetylchloride in 600 ml of dichloroethane is added a small portion of 76.3 g of anhydrous aluminum chloride under cooling at 5°-10° C. After the mixture is stirred at 10° C. for 30 minutes and poured into ice-cold water, the precipitated crystals are collected by filtration to give 2-acetylaminomethyl-5-acetylthiophene, melting F- at 129°-130° C.

Workup

  1. temperatureunder cooling at 5°-10° C
  2. additionpoured into ice-cold water
  3. filtrationthe precipitated crystals are collected by filtration

Sources & evidence

ORD record
ord-6a711cea372044ecb528741d3b543c97
Source dataset
uspto-grants-1988_01
Patent number
US04720493

Reaction notes

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