9300. Thiamorpholine

Nomenclature

CAS number: 123-90-0
Thiomorpholine; tetrahydro-1,4-thiazine; 1,4-thiazan; parathiazan.
C4H9NS; mol wt 103.19.
C 46.56%, H 8.79%, N 13.57%, S 31.07%.

Description and references

Prepd by heating β,β′-dichlorodiethyl sulfide with alcoholic ammonia under pressure: Davies, J. Chem. Soc. 117, 298, 306 (1920).

Chemical structure

Properties

Mobile liquid. Strong odor resembling that of piperidine. Absorbs CO2 from air. bp758 169°; bp743 166-167°. Volatile with steam. Miscible with water and many organic liquids.

Derivative

Hydrochloride.
C4H9NS.HCl; mol wt 139.65.
C 34.40%, H 7.22%, N 10.03%, S 22.96%, Cl 25.39%.

Properties

Hygroscopic needles from alcohol + ether, dec 163°. Freely sol in water.

Derivative

Picrolonate.
C4H9NS.C10H8N4O5; mol wt 367.38.
C 45.77%, H 4.66%, N 19.06%, S 8.73%, O 21.78%.

Properties

Deep orange prisms from alcohol, dec 242° (darkens at 210°).