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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263406Generated: October 31, 2026

Sulfuric Acid → N-(2-Methyl-3-methoxycarbonylphenyl)thiourea

https://huagongshe.com/reaction/1263406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant15-Crown-5HCID 36336—
ReactantSodium thiocyanateHCID 516871—
Reactant3-Amino-2-methylbenzoic acid methyl esterHCID 3801025—
SolventChlorobenzeneHCID 7964—
ProductN-(2-Methyl-3-methoxycarbonylphenyl)thioureaHCID 18616039—

Reaction Conditions

Temperature100 °C

Reaction Steps

90.7 g of methyl 3-amino-2-methylbenzoate (0.55 mol) were dissolved in 510 ml of chlorobenzene and, at −5° C., admixed with 14 ml of conc. sulfuric acid and 49 g of sodium thiocyanate (0.6 mol). 2 ml of 15-crown-5 were then added, and the reaction mixture was heated at 100° C. for 13 h. After cooling, the solid was filtered off with.suction, washed with water and dried. Yield: 104.8 g (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541423B1
Source datasetuspto-grants-2003_04
ORD IDord-06b0b366a69140308df118a7f6eb5f76
Source noteuspto-grants-2003_04