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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1758908Generated: November 2, 2026

O-Toluidine → HCID 13057309, compound

https://huagongshe.com/reaction/1758908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
ReactantAmmonium thiocyanateHCID 15666—
ReactantMonomethyl phthalateHCID 20392—
ReactantThionyl ChlorideHCID 24386—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventHexaneHCID 8058—
ProductHCID 13057309HCID 1305730962%

Reaction Steps

To a 25 ml of dry chloroform, 5.4 g (0.03 m) methyl hydrogen phthalate and 3.9 g (0.033 m) thionyl chloride is added. Stir and reflux for 3 hours and cool to room temperature. To this solution 2.3 g (0.03 m) ammonium thiocyanate is added and the mixture is stirred for 3 hours at room temperature until it changed to bellow. Finally, 3.2 g (0.03 m) 2-methylaniline is added and stirred at room temperature overnight. The mixture is added to water and then some hexane is added to give fine precipitates. Filter, wash with water, hexane and dry to give 6.1 g, desired product, m.p. 143-45, yield 62%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04338257
Source datasetuspto-grants-1982_07
ORD IDord-8878f61460314fa888cf638829d07943
Source noteuspto-grants-1982_07