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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352225Generated: November 1, 2026

1-Chloroethyl chloroformate → 5-hydroxy-12-(alpha-chloroethoxycarbonyl)-12H-benzo[a]phenothiazine

https://huagongshe.com/reaction/2352225

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant5-hydroxy-12H-benzo[a]phenothiazineHCID 13712478—
SolventTetrahydrofuranHCID 8028—
Product5-hydroxy-12-(alpha-chloroethoxycarbonyl)-12H-benzo[a]phenothiazineHCID 1460141457.1%

Reaction Steps

A mixture of 5-hydroxy-12H-benzo[a]phenothiazine (5 g) and α-chloroethyl chloroformate (10 g) in tetrahydrofuran (20 ml) was refluxed for 9 hours, then the volatile components were evaporated away and the residue chromatographed on a column of silica gel, eluting with a 1:9 ethyl acetate-hexane mixture to afford the title compound (4 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04876246
Source datasetuspto-grants-1989_10
ORD IDord-9fd6b759ef3c4c96bf939e4e003a6fb2
Source noteuspto-grants-1989_10