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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979079Generated: October 30, 2026

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

https://huagongshe.com/reaction/979079

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 numberUS04666907
Source datasetuspto-grants-1987_05
ORD IDord-90eef82c08864d93bde65a7ce690c104
Source noteuspto-grants-1987_05