Thionyl Chloride → HCID 88192894, compound

HRID 2185628Notes

Reaction equation

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

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 15545159HCID 15545159, compound

Product 1

HCID 88192894HCID 88192894, compound

Procedure

1.2 g of 1-[2-chloro-4-fluoro-5-{3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl}phenoxy]cyclopropanecarboxylic acid was dissolved in 12 ml of thionyl chloride and the solution was heated under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure to obtain 1-[2-chloro-4-fluoro-5-{3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl}phenoxy]cyclopropanecarboxylic acid chloride.

Workup

temperaturethe solution was heated
temperatureunder reflux for 2 hours
concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-1cd4432ca13f4d678ce4ed61c61c533f
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06403534B1

Reaction notes

Loading…