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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729305Generated: October 31, 2026

2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide → 2-Butyl-5-phenyl-4-[(2-thioxo-2,3-dihydro-1,3-benzothiazol-6-yl)amino]isothiazol-3(2H)-one 1,1-dioxide

https://huagongshe.com/reaction/729305

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxideHCID 67242623—
ReactantHCID 178418618HCID 178418618—
SolventDimethylformamideHCID 6228—
Product2-Butyl-5-phenyl-4-[(2-thioxo-2,3-dihydro-1,3-benzothiazol-6-yl)amino]isothiazol-3(2H)-one 1,1-dioxideHCID 116192114.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (110 mg, 0.330 mmol) was dissolved in dry DMF (0.5 mL) under nitrogen atmosphere. 6-Amino-1,3-benzothiazole-2-thiol (181 mg, 0.991 mmol) was added and the reaction mixture was heated in a microwave reactor for 25 mins at 140° C. The crude product was purified by preparative HPLC affording the title compound (7 mg, 4.5%). 1H NMR (500 MHz, CD3CN): δ 1.00 (t, 3H), 1.43-1.52 (m, 2H), 1.78-1.85 (m, 2H), 3.75 (t, 2H), 6.86-7.00 (m, 3H), 7.11-7.28 (m, 5H), 7.84 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582629B2
Source datasetuspto-grants-2009_09
ORD IDord-34dee3ccb12d45b0bff9b66c124de169
Source noteuspto-grants-2009_09