5392-23-4

Basic information

• Product Name: 4,4,6-Trimethyl-3,4-dihydropyrimidine-2(1H)-thione
• Synonyms: 3,4-Dihydro-4,4,6-trimethyl-2(1H)-pyrimidinethione;3,4-Dihydro-4,4,6-trimethylpyrimidine-2(1H)-thione;4,4,6-Trimethyl-3,4-dihydropyrimidine-2(1H)-thione;USAF K-1795
• CAS NO: 5392-23-4
• Molecular Formula: C₇H₁₂N₂S
• Molecular Weight: 156.25
• Mol File: 5392-23-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,6-Trimethyl-3,4-dihydropyrimidine-2(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,6-Trimethyl-3,4-dihydropyrimidine-2(1H)-thione(5392-23-4)
• EPA Substance Registry System: 4,4,6-Trimethyl-3,4-dihydropyrimidine-2(1H)-thione(5392-23-4)

Safety Data

• Hazardous Substances Data: 5392-23-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12N2S/c1-7(2)4-5-8-6(10)9(7)3/h4-5H,1-3H3,(H,8,10)

Upstream product

• 56-23-5 tetrachloromethane 
• 56-40-6 glycine 
• 27248-25-5 4-isothiocyanato-4-methylpentan-2-one 
• 4628-47-1 4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)-one 
• 37929-27-4 1,4,4,6-tetramethyl-1,4-dihydropyrimidine-2(3H)-thione 
• 51172-55-5 p-toluenesulfonate d'amino-1, O-isopropylidene-2',3', α,β-D-ribofurannose 
• 1147550-11-5 ammonium thiocyanate 
• 67-64-1 acetone 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 452-58-4 2,3-Diaminopyridine 
• 17356-08-0 thiourea 
• 333-20-0 potassium thioacyanate 
• 937-73-5 4,4,6-trimethyl-1,4,5,6-tetrahydro-6-hydroxypyrimidine-2(3H)-thione 
• 107400-20-4 6-hydroxyamino-4,4,6-trimethyl-1,4,5,6-tetrahydropyrimidine-2(3H)-thione 

Downstream Products

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 76337-45-6 5,7,7-Trimethyl-2-[1-p-tolyl-meth-(Z)-ylidene]-7H-thiazolo[3,2-a]pyrimidin-3-one 
• 76347-47-2 5,7,7-Trimethyl-2-[1-phenyl-meth-(Z)-ylidene]-7H-thiazolo[3,2-a]pyrimidin-3-one 
• 76337-47-8 2-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-5,7,7-trimethyl-7H-thiazolo[3,2-a]pyrimidin-3-one 
• 76337-46-7 5,7,7-Trimethyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylidene]-7H-thiazolo[3,2-a]pyrimidin-3-one 
• 83631-55-4 5-Phenyl-3H-thiazol-2-one 
• 24966-93-6 4,4,6-Trimethyl-2-methylthio-3,4-dihydro-2(1H)-pyrimidinyliumiodid 
• 2953-81-3 2-amino-4,6,6-trimethyl-6H-1,3-thiazine 
• 69169-55-7 4-(1,4-dihydro-4,4,6-trimethylpyrimidin-2-ylthio)-tetrahydro-4,6,6-trimethylpyrimidine-2(1H)-thione 
• 7496-50-6 2-amino-6-methyl-4,5,6,7-tetrahydrobenzothiazol-7-one 
• 2103-91-5 4-(p-Tolyl)-2-imino-Δ⁴-thiazolin 
• 46877-55-8 5,7,7-trimethyl-3-phenyl-7H-thiazolo[3,2-a]pyrimidine 
• 2289-75-0 4,5-dimethyl-thiazol-2-ylamine 
• 76337-66-1 5-[(E)-2-(2-Chloro-phenyl)-vinyl]-2-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-7,7-dimethyl-7H-thiazolo[3,2-a]pyrimidin-3-one 

Relevant articles and documents

Synthesis, anti-inflammatory and analgesic activities evaluation of some mono, bi and tricyclic pyrimidine derivatives

3-Aminobenzonitrile and 2-amino-4-phenyl thiazole on condensation with 4-isothiocyanato-4-methyl pentane-2-one gave condensed monocyclic pyrimidine derivatives 1 and 2, 3, respectively. Condensation of 3-aminopropyl imidazole with 3-isothiocyantobutanal g

Synthesis, Anti-Inflammatory, Analgaesic and Anti-Amoebic Activity Evaluation of Some Pyrimidobenzimidazole and Pyrimidopyridoimidazole Derivatives

o-Phenylenediamine, 4-nitro-1,2-phenylenediamine, 3,4-diaminobenzophenone, 3,4-diaminotoluene, 4,5-dimethylphenylenediamine and 3,4-diaminobenzoic acid (la-f) react with 4-isothiocyanatobutan-2-one to give the pyrimidobenzimidazole derivatives (2a-f) respectively. Condensation of 4-nitro-1,2-phenylenediamine with 4-isothiocyanatobutan-2-one at room temperature gave the thiourea derivative (3). o-Nitroaniline, on condensation with 4-isothiocyanatobutan-2-one at pH ca. 5 and under reflux conditions, gave the thiourea derivative (4). 2,3-Diaminopyridine, on condensation with 4-isothiocyanatobutan-2-one, gave product (5). Condensation of 2,3-diaminopyridine with 4-isothiocyanato-4-methylpentan-2-one using acetic acid as solvent gave compounds (6)-(8), whereas compounds (7) and (9) were isolated from the same reagents in dimethylformamide (DMF). 4-Isothiocyanato-4-methylpentan-2-one, on refluxing in acetic acid, gave compound (6). Anti-inflammatory activity evaluation was carried out at 100 mg/kg p.o. (paw oedema) for compounds (2a-f), (7) and (8). Compounds (2b), (2d) and (7) showed good anti-inflammatory and analgesic activities. Anti-amoebic activity evaluation of (2a-f) and (7) against Entamoeba histolytica (strain HM-1: IMSS) was carried out, and compound (2b) exhibited anti-amoebic activity similar to metronidazole in vitro.

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 Heterocycles via Enamines: Part XI - Reactions of 1,4-Dihydropyrimidine-2(3H)-thiones/-ones with 1,2- and 1,3-Binucleophiles

The addition, cleavage and ring transformation reactions of derivatives of 4,4,6-trimethyl-1,4-dihydro-pyrimidine-2(3H)-thione/one with hydroxylamine, hydrazine and thiourea are reported.

REACTION OF 2,3-O-ISOPROPYLIDENERIBOFURANOSYLAMINE TOSYLATE WITH 4-METHYL-4-ISOTHIOCYANATO-2-PENTANONE

The condensation of 2,3-O-isopropylideneribofuranosylamine tosylate with 4-methyl-4-isothiocyanato-2-pentanone in the presence of bases was studied.In pyridine the reaction gives a mixture of 3-(2',3'-O-isopropylidene-β-D-ribofuranosyl)-4,6,6-trimethyl-1,2,3,6-tetrahydropyrimidine-2-thione and 3-(2',3'-O-isopropylidene-β-D-ribofuranosyl)-4-methylene-6,6-dimethylhexahydropyrimidine-2-thione.