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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435741Generated: October 25, 2026

Sodium methanethiolate → (4-Bromo-phenyl)-[4-(5-chloro-2-methyl-phenyl)-6-methylsulfanyl-[1,3,5]triazin-2-yl]-amine

https://huagongshe.com/reaction/1435741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant(4-Bromo-phenyl)-[4-chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-YL]-amineHCID 10179730—
SolventTetrahydrofuranHCID 8028—
Product(4-Bromo-phenyl)-[4-(5-chloro-2-methyl-phenyl)-6-methylsulfanyl-[1,3,5]triazin-2-yl]-amineHCID 1011294957%

Reaction Steps

A mixture of the title compound of Example 20 (234 mg, 0.57 mmol), sodium thiomethoxide (50 mg, 0.71 mmol), and tetrahydrofuran (5 ml) was stirred for 24 hours. After concentrating under reduced pressure, the residue was dissolved in dichloromethane (25 ml). The solution was washed with water (25 ml) and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with dichloromethane-hexane (1:1) to provide the title compound (137 mg, 57% yield). 1H NMR (DMSO-d6) 10.42 (s, 1H), 7.88 (s, 1H), 7.70 (s, 2H), 7.45-7.55 (m, 3H), 7.38 (m, 1H), 2.55 (s, 3H), 2.50 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618968B2
Source datasetuspto-grants-2009_11
ORD IDord-19055edf0b534c87881dd5fa256cadfe
Source noteuspto-grants-2009_11