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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517749Generated: October 29, 2026

Water → HCID 68074663, compound

https://huagongshe.com/reaction/517749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 66654364HCID 66654364—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 68074663HCID 6807466385%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-[5-(hydroxymethyl)-1H-tetrazol-1-yl]-5-methyl-2-(trifluoromethyl)benzonitrile (Intermediate 63, 147 mg, 0.519 mmol) in dichloromethane (3 mL) and N,N-Dimethylformamide (0.5 mL), cooled in an ice bath under argon, was added dropwise thionyl chloride (0.040 mL, 0.545 mmol). The reaction was stirred at 25° C. for two hours. To the reaction was added water (20 mL) and DCM (50 mL) and the reaction partitioned through a hydrophobic frit. The organic layer was evaporated to dryness under vacuum to afford 133 mg of the title compound as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115132B2
Source datasetuspto-grants-2015_08
ORD IDord-1aa92ea35ad54675bfa3add42d10dc31
Source noteuspto-grants-2015_08