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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714563Generated: October 29, 2026

Dimethylformamide → 10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazine

https://huagongshe.com/reaction/714563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant10H-Phenothiazine, 2-(trifluoromethyl)-HCID 7082—
Reactant1-Bromo-3-chloropropaneHCID 8006—
SolventSodium chloride; waterHCID 57417360—
Product10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazineHCID 74294—

Reaction Conditions

Temperature65 °C

Reaction Steps

A solution of 2-(trifluoromethyl)-10H-phenothiazine (2.04 g, 7.6 mmol) and DMF (16 mL) was mixed with CS2CO3 (7.5 g, 22.9 mmol) and 1-bromo-3-chloropropane (1.1 mL, 11.5 mmol) The reaction mixture was heated at 65° C. for 12 h. Once no starting material was observed by analytical LCMS, EtOAC (250 mL) and brine (250 mL) were added. The organic layer was separated, and the aqueous layer was washed with EtOAC (3×100 mL). The combined organic extracts were washed with brine (2×100 mL), dried over MgSO4, and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187439B2
Source datasetuspto-grants-2015_11
ORD IDord-8c25cd43d1e34ec78d97cf17fa94fe52
Source noteuspto-grants-2015_11