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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231045Generated: October 30, 2026

Methanol → 4-chloro-3-methoxy-10-acetyl-10H-phenothiazine

https://huagongshe.com/reaction/231045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-acetoxy-4-chloro-10H-phenothiazineHCID 13882026—
SolventWaterHCID 962—
Product4-chloro-3-methoxy-10-acetyl-10H-phenothiazineHCID 13882028—

Reaction Steps

To a solution of 4-chloro-3-acetoxy-10H-phenothiazine (see Example 4) in DMF (10 mls) was added methyl iodide (0.34 ml) and sodium hydride (114 mg). The reaction mixture was stirred at ambient temperature for 12 hours. Methanol and water were then added and the resulting mixture extracted with EtOAc. The organic phases were then collected, dried and evaporated. The resulting residue was purified by chromatography on silica gel (HPLC) to give 0.56 g of 4-chloro-3-methoxy-10-acetyl-10H-phenothiazine (m.p. 136° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845083
Source datasetuspto-grants-1989_07
ORD IDord-8338ac6bd3384ca9b827e7ce62c569d7
Source noteuspto-grants-1989_07