Pseudothiohydantoin Chemical Properties

Melting point:

249 °C (dec.)(lit.)

Boiling point:

253.5±23.0 °C(Predicted)

Density 

1.637 g/cm3

refractive index 

1.6550 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

0.54±0.20(Predicted)

form 

solid

Appearance

White to yellow Solid

EPA Substance Registry System

4(5H)-Thiazolone, 2-amino- (556-90-1)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

RTECS 

XJ6276000

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Pseudothiohydantoin Usage And Synthesis

Chemical Properties

white to yellowish fine needles or powder

Uses

2-Amino-4,5-dihydro-1,3-thiazol-4-one, HCl

Synthesis

A) Synthesis of 2-imino-4-thiazolidinone (IV): 20g (0.263mol) of thiourea (III) and 50ml of ethanol were added to a 100ml round bottom flask fitted with a condenser. The mixture was heated to reflux. Over a period of 30 min, 32.22 g (0.263 mol) of ethyl chloroacetate (II) was slowly added dropwise to the reaction system. The reflux state was maintained and the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature. The 2-imino-thiazolidin-4-one hydrochloride (pseudothioglycolide hydrochloride) was isolated by filtration. The hydrochloride was dissolved in water, neutralized with sodium acetate solution and 2-imino-4-thiazolidinone (IV) was precipitated after cooling. The product was collected by filtration and dried at 60 °C. Yield: 86%; melting point: 254-259 °C.

References

[1] Patent: CN105884712, 2016, A. Location in patent: Paragraph 0069; 0070; 0071
[2] Patent: CN104059060, 2017, B. Location in patent: Paragraph 0058; 0059; 0060
[3] Patent: WO2010/82212, 2010, A2. Location in patent: Page/Page column 28
[4] Patent: WO2017/176812, 2017, A1. Location in patent: Paragraph 0511
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 22, p. 6739 - 6745

Pseudothiohydantoin(556-90-1)Related Product Information

• Dimethyl thiophene-2,3-dicarboxylate
• Thiazolyl Blue
• 2,5-Bis-Thiopheneboronic acid pinacol ester
• THIOPHENE-2-THIOCARBOXAMIDE
• Thiophene-2,3-dicarboxylic acid
• THIENO[3,2-B]PYRIDINE
• Thiazole-4-carboxaldehyde
• Thiazolo[5,4-c]pyridine-2-thiol
• Thiazole-5-carboxylic acid
• Thiazole
• 2-AMINO-4,5-DIHYDRO-1,3-THIAZOL-4-ONE HYDROCHLORIDE,2-Amino-4,5-dihydro-1,3-thiazol-4-one hydrochloride, tech
• Pseudothiohydantoin
• 2-M-TOLYLAMINO-THIAZOL-4-ONE
• 2-P-TOLYLAMINO-THIAZOL-4-ONE
• 2-(2-amino-4-oxo-1,3-thiazol-5-yl)acetic acid
• 2-AMINO-5-FLUORO-5-(TRIFLUOROMETHYL)-4,5-DIHYDRO-1,3-THIAZOL-4-ONE
• 2-PHENYLAMINO-THIAZOL-4-ONE
• RARECHEM AL FC 0006