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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342936Generated: October 30, 2026

Methanol → HCID 15885282, compound

https://huagongshe.com/reaction/342936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 5-[[2-(phenylsulfonyl)ethyl]thio]-4-thiazolecarboxylateHCID 15885293—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15885282HCID 1588528265%

Reaction Steps

To a solution of 4-ethoxycarbonyl-5-[2-(phenylsulfonyl)ethylthio]thiazole (702 mg, 2 mmol) in 20 ml of THF was added lithium borohydride (2M, 1 ml) and methanol (0.16 ml, 4 mmol) at -30° C. The reaction mixture was allowed slowly warm up to room temperature and stirred overnight. The solvent was removed under reduced pressure and the crude residue was subjected to chromatography by using dichloromethane and methanol as the eluent to give the title compound (400 mg, 65%). 1H NMR (CDCl3) δ 2.55 (s, 1H), 3.00 (t, 2H, J=6), 3.40 (t, 2H, J=6), 4.71 (s, 2H), 7.6 (t, 2H, J=7), 7.68 (t, 1H, J=7), 7.82 (d, 2H, J=7), and 8.80 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05859256
Source datasetuspto-grants-1999_01
ORD IDord-bfbda580eeb34358a9edf3cdaededb7e
Source noteuspto-grants-1999_01