Acryloyl chloride → n-[5-(4,4-Dimethyl-2,5-dioxo-3-pyridin-4-ylmethyl-imidazolidin-1-yl)-2-trifluoromethoxy-phenyl]-acrylamide

HRID 2356938Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([N:13]2[C:17](=[O:18])[C:16]([CH3:20])([CH3:19])[N:15]([CH2:21][C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[C:14]2=[O:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].[C:29](Cl)(=[O:32])[CH:30]=[CH2:31]>ClCCCl>[CH3:19][C:16]1([CH3:20])[C:17](=[O:18])[N:13]([C:4]2[CH:5]=[CH:6][C:7]([O:8][C:9]([F:10])([F:11])[F:12])=[C:2]([NH:1][C:29](=[O:32])[CH:30]=[CH2:31])[CH:3]=2)[C:14](=[O:28])[N:15]1[CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1

Participants

Conditions

Temperature: -20 °C

Procedure

1000 mg (2.54 mmol) 3-(3-amino-4-trifluormethoxy-phenyl)-5,5-dimethyl-1-pyridin-4-ylmethyl-imidazolidine-2,4-dione were dissolved in 25 ml 1,2-dichloroethane. The mixture was cooled to −20° C. and treated with a solution of 272 mg (3.00 mmol) acrylic acid chloride in 5 ml 1,2-dichloroethane. The mixture was allowed to reach RT, and then evapoarted to dryness. The raw material was used without further purification.

Workup

customto reach RT
customThe raw material was used without further purification

Sources & evidence

ORD record: ord-d25fd5b1f425402fac1fb9b7d0cc1b45
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759379B2

Reaction notes

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