Thionyl Chloride → HCID 54327510, compound

HRID 1090989Notes

Reaction equation

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

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 19912213HCID 19912213, compound

Product 1

HCID 54327510HCID 54327510, compound

Procedure

A stirred solution of 1.7 g (0.0041 mole) of 4-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]phenylcarboxylic acid in 75 mL of thionyl chloride was heated at reflux for four hours. The excess thionyl chloride was removed by distillation under reduced pressure to yield 4-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]-phenylcarboxylic acid chloride as a yellow oil.

Workup

temperatureat reflux for four hours
customThe excess thionyl chloride was removed by distillation under reduced pressure

Sources & evidence

ORD record: ord-0ee65e12deb648059e3628080d0b065c
Source dataset: uspto-grants-1992_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05084085

Reaction notes

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