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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085089Generated: October 31, 2026

Water → 4-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamide

https://huagongshe.com/reaction/2085089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,6-Dichloro-5-(4-methylphenyl)pyrimidineHCID 21979554—
ReactantHCID 131721323HCID 131721323—
SolventDimethyl SulfoxideHCID 679—
Product4-tert.-butyl-N-[6-chloro-5-(p-tolyl)4-pyrimidinyl]-benzene sulfonamideHCID 2272941596.3%

Reaction Steps

A mixture of 0.8 g of 4,6-dichloro-5-(p-tolyl)-pyrimidine and 1.68 g of 4-tert.-butylbenzene sulfonamide potassium salt (Example 2a) in 20 ml of DMSO was stirred at room temperature for 24 h. The mixture was poured onto 200 ml of water and extracted twice with 100 ml of diethyl ether. The organic layers were extracted twice with 50 ml of water. The combined aqueous layers were acidified hydrochloric acid. The resulting fine suspension was extracted twice with ethyl acetate. The combined organic layers were dried over Na2SO4 and evaporated. The residue was dried under high vacuum to give 1.34 g 4-tert.-butyl-N-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-benzene sulfonamide as a white powder. LC-MS: tR=5.92 min, [M+1]+=416.20, [M−1]−=414.24.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720322B2
Source datasetuspto-grants-2004_04
ORD IDord-b42c4adafe8143988079113051f363ee
Source noteuspto-grants-2004_04