Acetyl chloride → N-acetyl-3-chloropropionamide

HRID 1855753Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][C:4]([NH2:6])=[O:5].[C:7](OC(=O)C)(=[O:9])[CH3:8].C(Cl)(=O)C>>[C:7]([NH:6][C:4](=[O:5])[CH2:3][CH2:2][Cl:1])(=[O:9])[CH3:8]

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 7918Acetic Anhydride

HCID 799823-Chloropropanimidic acid

Product 1

HCID 12837854N-acetyl-3-chloropropionamide

Procedure

A mixture of 0.2 mole 3-chloropropionamide, 35 ml. of acetic anhydride and 1 ml. acetylchloride is refluxed under nitrogen for 1 hour and then concentrated in vacuo to give crude N-acetyl-3-chloropropionamide as an oil which is used in the next step without purification.

Workup

concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-5118e11033df4537959d7080f7cd1a76
Source dataset: uspto-grants-1980_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04216160

Reaction notes

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