5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

Basic Information

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CAS Number

93185-31-0

Molecular Formula

C5H6N2O2S

Molecular Weight

158.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Density

1.55±0.1 g/cm3 (20 ºC 760 Torr),

Refractive Index

1.691

SMILES

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C1=C(C(=O)NC(=S)N1)CO

InChI

InChI=1S/C5H6N2O2S/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)

InChIKey

ANMAXDCIDVNRHA-UHFFFAOYSA-N

LogP

-0.07520999999999989

Topological Polar Surface Area

68.88 Å²

Hydrogen Bond Donor/Acceptor

3 / 4

Complexity

212

Safety Information

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Hazard Statement

Synonyms & References

English

4(1H)-Pyrimidinone,2,3-dihydro-5-(hydroxymethyl)-2-thioxo-
5-(hydroxymethyl)-2-sulfanylidene-1H-pyrimidin-4-one
5-(Hydroxymethyl)-2-thiouracil
5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
OR4148
2,3-Dihydro-5-(hydroxymethyl)-2-thioxo-4(1H)-pyrimidinone (ACI)
DTXSID90371458
SB56127
SCHEMBL21345745
93185-31-0
AKOS024260774
F12768
5-HydroxyMethyl-2-thiouracil
5-(Hydroxymethyl)-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one

FAQ

What are the physical and chemical properties of 5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (CAS: 93185-31-0)?

5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one is a crystalline solid with a molecular weight of approximately 162.02 g/mol. It is poorly soluble in water but soluble in organic solvents like methanol and ethanol. This compound is reactive and can participate in nucleophilic substitution reactions. It may also undergo hydrolysis under basic conditions.

How is 5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (CAS: 93185-31-0) typically synthesized?

5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one is commonly synthesized via the condensation of 2-thiohydantoin with an α-hydroxy aldehyde in the presence of a suitable base. The reaction typically involves a selectivity for the α-position and yields around 85-90%.

What industries use 5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (CAS: 93185-31-0)?

5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one is used in the pharmaceutical industry for the development of certain drugs due to its biological activity. It is also of interest in the chemical industry for the synthesis of polymers and in sensor technology for its chemical reactivity.

What precautions should be taken when handling 5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (CAS: 93185-31-0)?

When handling 5-(Hydroxymethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one, it is important to wear appropriate personal protective equipment (PPE), including gloves and safety glasses. Store it in a dry, well-ventilated area away from incompatible materials and heat sources. Spills should be handled according to the Material Safety Data Sheet (MSDS) and local regulations. Ensure proper fume hood use during handling to minimize exposure risk.