37929-27-4

Basic information

• Product Name: 1,4,4,6-Tetramethyl-3,4-dihydropyrimidine-2(1H)-thione
• Synonyms: 1,4,4,6-Tetramethyl-3,4-dihydropyrimidine-2(1H)-thione;3,4-Dihydro-1,4,4,6-tetramethyl-2(1H)-pyrimidinethione;2(1H)-Pyrimidinethione, 3,4-dihydro-1,4,4,6-tetramethyl-;2-Thio-1,4,4,6-tetramethyl dihydropyrimidine;Ai3-24031;Nsc 49822;Usaf K-1338
• CAS NO: 37929-27-4
• Molecular Formula: C₈H₁₄N₂S
• Molecular Weight: 170.2752
• Mol File: 37929-27-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 212.6°Cat760mmHg
• Flash Point: 82.4°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 1,4,4,6-Tetramethyl-3,4-dihydropyrimidine-2(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,4,6-Tetramethyl-3,4-dihydropyrimidine-2(1H)-thione(37929-27-4)
• EPA Substance Registry System: 1,4,4,6-Tetramethyl-3,4-dihydropyrimidine-2(1H)-thione(37929-27-4)

Safety Data

• Hazardous Substances Data: 37929-27-4(Hazardous Substances Data)

Usage

Type of compound

Thione derivative of pyrimidine

Usage

Versatile building block in organic synthesis for biologically active compounds and pharmaceuticals

Physical state

Yellow crystalline solid

Odor

Characteristic odor

Solubility

Soluble in organic solvents

Biological activities

Antibacterial, antifungal, and antiviral properties

Importance

Valuable compound in medicinal chemistry research

Safety precautions

Handle and use with care due to potential health and environmental risks

InChI:InChI=1/C8H14N2S/c1-6-5-8(2,3)9-7(11)10(6)4/h5H,1-4H3,(H,9,11)

Upstream product

• 27248-25-5 4-isothiocyanato-4-methylpentan-2-one 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 598-52-7 1-(methyl)-thiourea 
• 74-89-5 methylamine 
• 27406-60-6 1,4,4,6-tetramethyl-1,4,5,6-tetrahydro-6-hydroxypyrimidine-2(3H)-thione 

Downstream Products

• 598-52-7 1-(methyl)-thiourea 
• 58913-37-4 4-methylamino-6,6-dimethyl-5,6-dihydropyridine-2(1H)-thione 
• 58544-50-6 2-methylamino-4,6,6-trimethyl-6H-1,3-thiazine 
• 5392-23-4 3,4-dihydro-4,4,6-trimethylpyrimidine-2(1H)-thione 
• 86869-45-6 3-methyl-4-phenyl-2(3H)thiazolone 
• 16312-21-3 3-methyl-thiazolidine-2,4-dione 

Relevant articles and documents

SYNTHESIS, STRUCTURE, AND REACTIVITY OF 1,2,3,6-TETRAHYDROPYRIMIDINE-2-THIONES

Dehydration of 4-hydroxyhexahydropyrimidine-2-thiones formed 1,2,3,6-tetrahydropyrimidine-2-thiones containing no substituent at the C(4) carbon atom.It is shown that the synthesized compounds, in contrast to their 4-alkyl-substituted analogs, react easily with various nucleophilic reactants (alcohols,butylmercaptan, benzenesulfinic acid, hydrazoic acid, p-toluidine) to from the corresponding 4-functionally substituted hexahydropyrimidine-2-thiones.

Synthesis of Heterocyclic Compounds via Enamines. Part 8. Acid-catalysed Transformations in 4,4,6-Trimethyl-1,4-Dihydropyrimidine-2(3H)-thione Derivatives and Related Compounds

1-Substituted 4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)-thiones (2) on heating in 11M-HCl at 100-110 deg C are converted into the corresponding 2-substituted-amino-4,6,6-trimethyl-6H-1,3-thiazines (4) and/or thioureas.But at 95-100 deg C, Dimroth rearrangement products, e.g. the corresponding 2-substituted-amino-4,4,6-trimethyl-4H-1,3-thiazenes (3) are formed.