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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981917Generated: October 31, 2026

Water → HCID 54329643, compound

https://huagongshe.com/reaction/981917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 53824737HCID 53824737—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54329643HCID 5432964372%

Reaction Steps

To a mixture of methyl [(9-amino-1,2,3,4-tetrahydroacridin-1-yl)thio]acetate (5.06 g) in tetrahydrofuran (100 ml) was added potassium t-butoxide (2.3 g). The mixture was stirred for 30 mins and methyl iodide (1.6 ml) was added. Stirring was continued for 2 hrs, and the reaction mixture was poured into water. The aqueous phase was extracted three times with ethyl acetate. The combined organic extracts were purified by flash chromatography (ethyl acetate/dichloromethane) to give 3.42 g (72%) of the 1,3,4a,5,6,7-hexahydro-1-methyl-2H-quino-[4,3,2-ef][1,4]benzthiazepin-2-one, mp 241°-245° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04994452
Source datasetuspto-grants-1991_02
ORD IDord-b2402023a0a141e083e8402d046c7fdf
Source noteuspto-grants-1991_02