32085-04-4

Basic information

• Product Name: 3-ACETYL-THIOHYDANTOIN
• Synonyms: 3-ACETYL-THIOHYDANTOIN
• CAS NO: 32085-04-4
• Molecular Formula: C₅H₆N₂O₂S
• Molecular Weight: 158.17834
• Mol File: 32085-04-4.mol

Chemical Properties

• Melting Point: 175-176 °C
• Boiling Point: 236.3±23.0 °C(Predicted)
• Appearance: /
• Density: 1.48±0.1 g/cm3(Predicted)
• PKA: 9.19±0.20(Predicted)
• CAS DataBase Reference: 3-ACETYL-THIOHYDANTOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYL-THIOHYDANTOIN(32085-04-4)
• EPA Substance Registry System: 3-ACETYL-THIOHYDANTOIN(32085-04-4)

Safety Data

• Hazardous Substances Data: 32085-04-4(Hazardous Substances Data)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 108-24-7 acetic anhydride 
• 56-40-6 glycine 

Downstream Products

• 110830-18-7 (5Z)-5-(furan-2-ylmethylene)-2-thioxoimidazolidin-4-one 
• 110830-17-6 (Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-2-thioxoimidazolidin-4-one 
• 110830-16-5 (5Z)-5-(4-methylbenzylidene)-2-thioxoimidazolidin-4-one 
• 95474-44-5 (5Z)-5-benzylidene-2-thioxo-imidazolidin-4-one 
• 110830-19-8 5-[(E)-3-Phenyl-prop-2-en-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 
• 99985-06-5 (5Z)-5-(3-methoxy-4-hydroxybenzylidene)-2-thioxoimidazolidin-4-one 
• 145031-74-9 (5Z)-5-(3,4-dimethoxybenzylidene)-2-thioxoimidazolidin-4-one 
• 443688-01-5 (5Z)-5-(3-methoxy-4-acetoxybenzylidene)-2-thioxoimidazolidin-4-one 
• 443688-02-6 (5Z)-5-(3-methoxy-4-pivaloyloxybenzylidene)-2-thioxoimidazolidin-4-one 

Relevant articles and documents

The isolation and synthesis of polyandrocarpamines A and B. Two new 2-aminoimidazolone compounds from the Fijian ascidian, Polyandrocarpa sp.

Chemical investigation of a Fijian ascidian, Polyandrocarpa sp., has resulted in the isolation of two new 2-aminoimidazolone-derived compounds, polyandrocarpamines A (1) and B (2). The structures of these unique metabolites were determined by the interpretation of spectroscopic data and confirmed by total synthesis. The stereospecific synthesis of 1 was accomplished using aldol condensation chemistry to generate an arylidene thiohydantoin that was subsequently transaminated to yield polyandrocarpamine A. Demethylation of synthetic 1 afforded polyandrocarpamine B. Both the natural product and synthetic polyandrocarpamines were assigned Z geometries about the exocyclic double bond (C-5/C-7) on the basis of 13C/1H long-range coupling constants, which were measured using a gHSQMBC experiment.

CONDENSATION ON ALUMINA: III - SYNTHESIS OF 5-ALKYLIDENE, 2-THIOHYDANTOIN FROM 3-ACETYL, 2-THIOHYDANTOIN

A convenient procedure for the synthesis of 5-alkylidene, 2-thiohydantoin is described.