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

HRID 1248805Notes

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

An 11.61 g portion of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]acetamide was reacted with 7.26 g of allyl bromide as described in Example 6, giving 13.34 g of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-2-propenylacetamide, mp 91°-94° C.

Sources & evidence

ORD record: ord-165c699154f14b5497f9e8fdc03f8adc
Source dataset: uspto-grants-1986_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04626538

Reaction notes

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