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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458927Generated: October 30, 2026

Hydrochloric Acid → 1,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-ethoxycarbonylmethylthio-8-carboxymethoxy-2,3,4,5-tetrahydro-1,5-benzothiazepine

https://huagongshe.com/reaction/458927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
ReactantEthyl ThioglycolateHCID 12185—
Reactant1,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-carboxymethoxy-2,3,4,5-tetrahydro-1,5-benzothiazepineHCID 22393131—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-ethoxycarbonylmethylthio-8-carboxymethoxy-2,3,4,5-tetrahydro-1,5-benzothiazepineHCID 18442471100.2%

Reaction Steps

1,1-Dioxo-3-butyl-3-ethyl-5-phenyl-7-bromo-8-carboxymethoxy-2,3,4,5-tetrahydro-1,5-benzothiazepine (Method 9; 50 mg, 0.098 mmol) and Cs2CO3 (51 mg, 0.15 mmol) were added to DMF (2.0 ml) and ethyl thioglycolate (0.02 ml, 0.15 mmol) was added. The reaction mixture was subjected to microwave irradiation in a Smith Synthesiser at 150° C. for 5 min. The reaction mixture was diluted with water (100 ml), made acidic with HCl (1 M), extracted with DCM (3×10 ml) and the collected organic layers were dried (MgSO4) to give the crude title compound (54 mg). M/z 550.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192945B2
Source datasetuspto-grants-2007_03
ORD IDord-c6c3cb481ac0444cad8c4bcd2ffa9731
Source noteuspto-grants-2007_03