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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9139Generated: October 25, 2026

Benzoyl chloride → N1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamide

https://huagongshe.com/reaction/9139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactant1-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylureaHCID 21985556—
SolventDimethylformamideHCID 6228—
ProductN1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamideHCID 2198559628%

Reaction Steps

A solution of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea (0.033 g, 0.10 mmol) in 1 mL anhydrous DMF was treated with triethylamine (0.028 mL, 0.20 mmol, 2.0 eq) at room temperature. It was stirred for about 5 min, followed by the addition of benzoyl chloride (0.014 mL, 0.12 mmol, 1.2 eq). It was stirred for about 2.5 hours, quenched with MeOH, filtered, concentrated, and purified by HPLC to give the desired compound 0.011 g (28%). LC/MS 396.7 (M+1); LC retention time 2.74 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091227B2
Source datasetuspto-grants-2006_08
ORD IDord-d4a430f6fb924fac95a71637b5597afc
Source noteuspto-grants-2006_08