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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231047Generated: October 30, 2026

Water → 4-chloro-3-isobutyryloxy-10-methyl-10H-phenothiazine

https://huagongshe.com/reaction/231047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-chloro-3-isobutyryloxy-10H-phenothiazineHCID 13882030—
SolventDimethylformamideHCID 6228—
Product4-chloro-3-isobutyryloxy-10-methyl-10H-phenothiazineHCID 13882031—

Reaction Steps

To a solution of 4-chloro-3-isobutyrylox-10H-phenothiazine (see Example 8) (202 mg) in DMF (5 ml) was added methyl iodide (0.2 ml) and sodium hydride (18 mg) at 0° C. The reaction mixture was stirred at ambient temperature for 12 hours. To the reaction mixture was added water and the resulting aqueous layer extracted with EtOAc. The organic layers were collected, dried and evaporated to give a residue which was purified by chromatography on silica gel (plates) to give 100 mg of 4-chloro-3-isobutyryloxy-10-methyl-10H-phenothiazine (m.p. 147° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845083
Source datasetuspto-grants-1989_07
ORD IDord-2da423a3f8234c25835d76d000389ac4
Source noteuspto-grants-1989_07