Allyl bromide → N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-2-propenylacetamide

HRID 1906847Notes

Reaction equation

[CH3:1][N:2]([CH3:17])[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[C:9]([NH:13][C:14](=[O:16])[CH3:15])[CH:10]=[CH:11][CH:12]=1)=[O:6].[CH2:18](Br)[CH:19]=[CH2:20]>>[CH3:17][N:2]([CH3:1])[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[C:9]([N:13]([CH2:20][CH:19]=[CH2:18])[C:14](=[O:16])[CH3:15])[CH:10]=[CH:11][CH:12]=1)=[O:6]

Participants

Reactant 2

HCID 7841Allyl bromide

HCID 53412415N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamide

Product 1

HCID 54234186N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-2-propenylacetamide

Procedure

N-[3-[3-(Dimethylamino)-1-oxo-2-propenyl]phenyl]acetamide was alkylated by the procedure of Example 3, using 7.26 g of allyl bromide, giving 13.34 g of the desired compound, mp 91°-94° C.

Sources & evidence

ORD record: ord-2b0760d1cfcf4d3a8b97d9dbe84d4c50
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04654347

Reaction notes

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