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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392952Generated: October 25, 2026

Water → 4-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/1392952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantDansyl chlorideHCID 11801—
ReactantMethyl 2-(piperazin-1-yl)thiazole-5-carboxylateHCID 22831866—
SolventDichloromethaneHCID 6344—
Product4-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl esterHCID 6919972357.5%

Reaction Steps

To a solution of compound 11 (200 mg, 0.886 mmol) in dichloromethane (7.5 mL) were added 5-dimethylamino-naphthalene-1-sulfonyl chloride (356 mg, 1.320 mmol) and triethylamine (220 mg, 2.169 mmol) under N2 atmosphere. The reaction mixture was stirred at room temperature for 4 h. Water (10 mL) followed by dichloromethane (10 mL) were added to the reaction mixture and the organic layer was separated, dried on sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel to give the compound 12k as a solid (233 mg, 57.50%). HPLC: 99.04% (Rt=12.33 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345043B2
Source datasetuspto-grants-2008_03
ORD IDord-57c60e8e0d7e41729601ec3fe0b50540
Source noteuspto-grants-2008_03