4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid

Basic Information

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CAS Number

89853-87-2

Molecular Formula

C7H9N3O2S

Molecular Weight

199.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

242-244°C

SMILES

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CCSC1=NC=C(C(=N1)N)C(=O)O

InChI

InChI=1S/C7H9N3O2S/c1-2-13-7-9-3-4(6(11)12)5(8)10-7/h3H,2H2,1H3,(H,11,12)(H2,8,9,10)

InChIKey

TYAKXNHFMATCHA-UHFFFAOYSA-N

LogP

0.869

Topological Polar Surface Area

89.1 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

191

Synonyms & References

English

4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid
4-AMINO-5-CARBOXY-2-ETHYL-MERCAPTOPYRIMIDINE
4-AMINO-2-ETHYLTHIOPYRIMIDINE-5-CARBOXYLIC ACID
4-amino-5-carboxy-2-ethyl-*mercaptopyrimidine cry
4-AMINO-5-CARBOXY-2-ETHYL-MERCAPTOPYRIMI DINE CRYST
4-Amino-5-carboxy-2-ethylmercaptopyrimidine
4-amino-2-ethylsulfanylpyrimidine-5-carboxylic acid
2-Aethylmercapto-4-amino-pyrimidin-5-carbonsaeure
2-ethylmercapto-4-amino-pyrimidine-5-carboxylic acid
5-Pyrimidinecarboxylic acid, 4-amino-2-(ethylthio)-
4-amino-2-(ethylsulfanyl)pyrimidine-5-carboxylic acid
5-Pyrimidinecarboxylicacid, 4-amino-2-(ethylthio)-
NSC122014
TYAKXNHFMA
4-Amino-2-(ethylthio)-5-pyrimidinecarboxylic acid (ACI)
4-Amino-2-ethylsulfanylpyrimidine-5-carboxylic acid
4-Amino-2-ethylthiopyrimidine-5-carboxylic acid
NSC 122014
SCHEMBL1158167
STL389425
CS-13388
CS-B0231
W-204027
TYAKXNHFMATCHA-UHFFFAOYSA-N
4-Amino-2-ethylthiopyrimidine-5-carboxylic acid; NSC 122014
SB56165
ALBB-027473
89853-87-2
NSC-122014
A11109
DB-057172

MDL Number

MFCD00023249

Customs Code

2933599090

FAQ

What are the physical and chemical properties of 4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid (CAS: 89853-87-2)?

4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid is a crystalline solid with a molecular weight of approximately 253.34 g/mol. It has a pKa of around 4.7 in aqueous solution and a solubility of about 1.5 g/L in water. The compound shows moderate reactivity, particularly towards nucleophiles and bases. It is prone to hydrolysis and nitration but resistant to oxidation.

How is 4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid (CAS: 89853-87-2) typically synthesized?

4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid can be synthesized through a multi-step process involving the condensation of ethyl ethylthioacetate with 2-amino-4-chloropyrimidine, followed by reduction of the chloride group. The synthesis typically uses sodium borohydride as a reducing agent, yielding a product with a purify yield of about 75-80%. The reaction conditions should be optimized for maximum selectivity and yield.

What industries use 4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid (CAS: 89853-87-2)?

4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various bioactive compounds. It also finds applications in the production of certain polymers and sensors due to its chemical reactivity and functional groups.

What precautions should be taken when handling 4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid (CAS: 89853-87-2)?

When handling 4-Amino-2-(ethylthio)pyrimidine-5-carboxylic acid, appropriate personal protective equipment (PPE) should be used, including safety goggles, gloves, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to prevent inhalation of dust or vapors. Spills should be cleaned up using appropriate absorbents and proper disposal methods. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.