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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628491Generated: November 1, 2026

Methyl 3-amino-4-chloro-2-((3-hydroxypropyl)amino]benzoate → Methyl 4-chloro-3-({[6-(dimethylamino)-2-methylpyridin-3-yl]carbamothioyl}amino)-2-[(3-hydroxypropyl)amino]benzoate

https://huagongshe.com/reaction/1628491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-amino-4-chloro-2-((3-hydroxypropyl)amino]benzoateHCID 68739849—
Reactant5-isothiocyanato-N,N,6-trimethylpyridin-2-amineHCID 86632886—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-chloro-3-({[6-(dimethylamino)-2-methylpyridin-3-yl]carbamothioyl}amino)-2-[(3-hydroxypropyl)amino]benzoateHCID 86632885—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of methyl 3-amino-4-chloro-2-[(3-hydroxypropyl)amino]benzoate (1.13 g, 4.38 mmol) and 5-isothiocyanato-N,N,6-trimethylpyridin-2-amine (1.27 g, 6.57 mmol) in tetrahydrofuran (15 mL) was stirred at 65° C. for 3 days. The mixture was concentrated in vacuo, and the residue was washed with ethyl acetate/diisopropyl ether to give methyl 4-chloro-3-({[6-(dimethylamino)-2-methylpyridin-3-yl]carbamothioyl}amino)-2-[(3-hydroxypropyl)amino]benzoate as a brown amorphous (1.09 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785460B2
Source datasetuspto-grants-2014_07
ORD IDord-d4afbb4c420e4ed1a7f8f9b5b44e94ef
Source noteuspto-grants-2014_07