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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917073Generated: October 26, 2026

Formaldehyde → Benzyl 4-(7-methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine-4-carbonyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1917073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBenzyl 4-(2-(4-methoxyphenylthio)ethylcarbamoyl)piperazine-1-carboxylateHCID 68626717—
SolventBenzeneHCID 241—
ProductBenzyl 4-(7-methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine-4-carbonyl)piperazine-1-carboxylateHCID 68639517—

Reaction Conditions

Temperature72.5 °C

Reaction Steps

A mixture of compound 18 (30 mg), paraformaldehyde (100 mg), p-toluenesulfonic acid (30 mg) in benzene (5 mL) was stirred at 70-75° C. for 2 days. The reaction mixture was filtered, washed with sat. NaHCO3 and concentrated to give crude product 19, which was purified by chromatography on SiO2 (CH2Cl2/EtOAc 10:1). Yield: 21 mg, 69%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618282B2
Source datasetuspto-grants-2013_12
ORD IDord-cf7ef04c2d2c430f8b23f2c0fcb441b2
Source noteuspto-grants-2013_12