Diallylamine → N,N-diallyl-3-chloropropaneamide

HRID 2304352Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[CH2:7]([NH:10][CH2:11][CH:12]=[CH2:13])[CH:8]=[CH2:9]>>[CH2:7]([N:10]([CH2:11][CH:12]=[CH2:13])[C:4](=[O:5])[CH2:3][CH2:2][Cl:1])[CH:8]=[CH2:9]

Participants

Reactant 2

HCID 31279Diallylamine

HCID 693643-Chloropropionyl chloride

Product 1

HCID 4688188N,N-diallyl-3-chloropropaneamide

Procedure

comprises first reacting 3-chloropropionyl chloride (CPC) with diallylamine to form N,N-diallyl-3-chloropropaneamide, then reacting this product with RF-iodide followed by eliminating HCl and Hl by dehydrohalogenating with a base such as an alkali metal hydroxide. The product of the formula IIa is then washed with water followed by separating the aqueous layer.

Sources & evidence

ORD record: ord-65434ece63914fc586e3e3f61ef164e4
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06436235B1

Reaction notes

Loading…