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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917063Generated: November 1, 2026

Formaldehyde → Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate

https://huagongshe.com/reaction/1917063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethyl 2-(4-methoxyphenylthio)ethylcarbamateHCID 57864658—
SolventBenzeneHCID 241—
ProductMethyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylateHCID 57864656208.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of compound 7 (95 mg), paraformaldehyde (95 mg, excess), p-toluenesulfonic acid (30 mg) in benzene (4 mL) was stirred at 60° C. overnight. Analysis by TLC showed a new spot and the complete disappearance of the starting material. Filtration, followed by concentration and chromatography on SiO2 gave 92 mg of pure product 8. Yield: 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618282B2
Source datasetuspto-grants-2013_12
ORD IDord-54c61a7275e34b959877eacc7f458d2c
Source noteuspto-grants-2013_12