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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236162Generated: October 29, 2026

Phosphorus sulfide (P2S5) → 2-(2-Chloroethyl)-2,3-dihydro-4-methyl-1,4-oxazepino[6,7-b]quinoline-5(4H)-thione

https://huagongshe.com/reaction/236162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-oxazepino[6,7-b]-quinolin-5(4H)-oneHCID 13726378—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
Product2-(2-Chloroethyl)-2,3-dihydro-4-methyl-1,4-oxazepino[6,7-b]quinoline-5(4H)-thioneHCID 1372637986.9%

Reaction Steps

To 3.0 g (0.01 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-oxazepino[6,7-b]-quinolin-5(4H)-one in 30 ml of acetonitrile was added 1.3 g (0.006 mole) of phosphorus pentasulfide. The mixture was stirred vigorously at reflux for 2 hr. After cooling, the reaction mixture was diluted with 60 ml of toluene and filtered. The residue on the filter paper was washed with 50 ml of additional toluene/acetonitrile, 3/1, V/V. The filtrate was washed with 3×50 ml saturated sodium carbonate (caution: gas evolved), dried over anhydrous sodium sulfate, filtered, treated with activated charcoal, filtered again and concentrated by rotary evaporation (90° C., 30 mm). The residual syrup was crystallized from isopropyl alcohol, yielding 1.6 g (52%) of yellow crystals, m.p. 114°-116° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642343
Source datasetuspto-grants-1987_02
ORD IDord-b3d8de1f66964ab68e34683f58797a24
Source noteuspto-grants-1987_02