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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64969Generated: October 29, 2026

Methyl iodide → HCID 13712494, compound

https://huagongshe.com/reaction/64969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-hydroxy-12H-benzo[a]phenothiazineHCID 13712478—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 13712494HCID 1371249447.7%

Reaction Steps

To a solution of 5-hydroxy-12H-benzo[a]phenothiazine (2.65 g) and methyl iodide (2.5 ml) in DMF (dimethylformamide) (10 ml) there was added powdered potassium carbonate (2.0 g). The mixture was stirred at room temperature and after 15 minutes, another addition of potassium carbonate (2.0 g) and methyl iodide (2.0 ml) was done. The mixture was stirred for a further 20 minutes, then it was diluted with ethyl acetate (100 ml and washed with water (60 ml) twice, dried and evaporated down. The residue was triturated with ether to afford solid crude product which was filtered (1.7 g). This crude product was chromatographed on a column of silica gel, eluting with dichloromethane to afford pure title compound (1.33 g), m.p. 168°-170° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04611056
Source datasetuspto-grants-1986_09
ORD IDord-c801a09080ee4a9b9ed80e4efb6baf6f
Source noteuspto-grants-1986_09