Thiobarbital

Thiobarbital

Identifiers
IUPAC name 5,5-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
CAS Number	77-32-7  N
PubChem CID	667509
ChemSpider	580885  Y
UNII	H4FNF051KS
CompTox Dashboard (EPA)	DTXSID40227810
ECHA InfoCard	100.000.929
Chemical and physical data
Formula	C8H12N2O2S
Molar mass	200.26 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C1NC(=S)NC(=O)C1(CC)CC
InChI InChI=1S/C8H12N2O2S/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13) Y Key:QGVNJRROSLYGKF-UHFFFAOYSA-N Y
NY  (what is this?)    (verify)

Thiobarbital is a drug which is a barbiturate derivative. It is the thiobarbiturate analogue of barbital.

Synthesis

Thiobarbital synthesis:

It is of note that although the drug can be prepared by the above route (cf e.g. thialbarbital), reaction of barbital with phosphorus pentasulfide constitutes an alternative route to thiobarbital.

References

1. Fischer E, Dilthey A (1904). "Ueber C-Dialkylbarbitursäuren und über die Ureïde der Dialkylessigsäuren". Justus Liebig's Annalen der Chemie. 335 (3): 334–368. doi:10.1002/jlac.19043350303.
2. Carrington HC (1944). "45. The action of phosphorus pentasulphide on barbituric acids". Journal of the Chemical Society (Resumed): 124. doi:10.1039/JR9440000124.