Methacryloyl chloride → N-(4-Fluoro-3-methylphenyl)-2-methylprop-2-enamide

HRID 133764

Reaction equation

[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[CH3:9].[C:10](Cl)(=[O:14])[C:11]([CH3:13])=[CH2:12]>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])=[CH:4][C:3]=1[CH3:9]

Participants

Reactant 2

HCID 13528Methacryloyl chloride

HCID 679814-Fluoro-m-toluidine

Product 1

HCID 67525481N-(4-Fluoro-3-methylphenyl)-2-methylprop-2-enamide

Procedure

N-(4-Fluoro-3-methylphenyl)-2-methylacrylamide was prepared as described in Example 1a starting from 4-fluoro-3-methylaniline and methacryloyl chloride. 1H NMR (400 MHz, DMSO-d6): 1.94 (3H, s), 2.21 (3H, s), 5.50 (1H, s), 5.78 (1H, s), 7.05-7.10 (1H, m), 7.48-7.51 (1H, m), 7.57-7.59 (1H, m), 9.75 (1H, s).

Sources & evidence

ORD record: ord-80e41b5137584699b60516acba55fe6b
Source dataset: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07390923B2

Linked notes

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