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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583664Generated: October 26, 2026

Ethyl 4-chlorobutyrate → 3-Acetyl-2-[2-[3-(ethoxycarbonyl)-propoxy]phenyl]benzothiazoline

https://huagongshe.com/reaction/1583664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-chlorobutyrateHCID 18474—
ReactantSodium hydrideHCID 24758—
Reactant3-Acetyl-2-(2-hydroxyphenyl)benzothiazolineHCID 13335960—
SolventDimethylformamideHCID 6228—
Product3-Acetyl-2-[2-[3-(ethoxycarbonyl)-propoxy]phenyl]benzothiazolineHCID 13564217—

Reaction Steps

To the suspension of 1.59 g of sodium hydride in 30 ml of anhydrous DMF, the solution of 8.13 g of 3-acetyl-2-(2-hydroxyphenyl)benzothiazoline in 30 ml of anhydrous DMF is added dropwise under nitrogen atmosphere at room temperature. After the addition, the reaction mixture is stirred for 20 minutes at room temperature. To the reaction mixture, the solution of 4.95 g of ethyl 4-chlorobutyrate in 15 ml of anhydrous DMF is added and stirred for 5 hours at 70° C. After cooling to room temperature the reaction mixture is poured into ice-water and extracted with ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04552969
Source datasetuspto-grants-1985_11
ORD IDord-ea80df91050c433e9257b2fc0681b9cb
Source noteuspto-grants-1985_11