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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639847Generated: October 27, 2026

Water → Methyl 2-methyl-3-(sulfinylamino)benzoate

https://huagongshe.com/reaction/1639847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Amino-2-methylbenzoic acid methyl esterHCID 3801025—
SolventBenzeneHCID 241—
ProductMethyl 2-methyl-3-(sulfinylamino)benzoateHCID 1225579390%

Reaction Steps

To a solution of thionyl chloride (6.63 mL, 91.0 mmol) in benzene (60 mL) was added a solution of methyl 3-amino-2-methylbenzoate (13.1 g, 91.0 mmol) in benzene (31 mL) at room temperature, and the mixture was heated under reflux for 18 hr. Water was added, and the mixture was extracted with dichloromethane, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (17.3 g, yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110585B2
Source datasetuspto-grants-2012_02
ORD IDord-b80e2f519fb549e9a453cf86a820398f
Source noteuspto-grants-2012_02