| Identification | Back Directory | [Name]
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE | [CAS]
33097-13-1 | [Synonyms]
5-Cyano-4,6-dichloro-2-(methylthio)pyrimidine
,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE
4,6-Dichloro-2-(methylthio)-5-pyrimidinecarbonitrile
5-PyriMidinecarbonitrile, 4,6-dichloro-2-(Methylthio)-
4,6-DICHLORO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBONITRILE
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE ISO 9001：2015 REACH | [Molecular Formula]
C6H3Cl2N3S | [MDL Number]
MFCD00474490 | [MOL File]
33097-13-1.mol | [Molecular Weight]
220.08 |
| Chemical Properties | Back Directory | [Melting point ]
103-105°C | [Boiling point ]
367.3±37.0 °C(Predicted) | [density ]
1.58±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Chloroform, Ethyl Acetate | [form ]
Solid | [pka]
-7.56±0.39(Predicted) | [color ]
Light Yellow | [InChI]
InChI=1S/C6H3Cl2N3S/c1-12-6-10-4(7)3(2-9)5(8)11-6/h1H3 | [InChIKey]
GLOOTGZVAHKTJS-UHFFFAOYSA-N | [SMILES]
C1(SC)=NC(Cl)=C(C#N)C(Cl)=N1 |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Solid | [Uses]
4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile (cas# 33097-13-1) is a compound useful in organic synthesis. | [Synthesis]
General procedure for the synthesis of 2-methylthio-4,6-dichloropyrimidine-5-oxime from 2-methylthio-4,6-dichloro-5-cyanopyrimidine: To 4,6-dichloro-2-(methylthio)-5-pyrimidine carboxaldehyde oxime (2.38 g, 10 mmol) was slowly added dichlorosulfoxide (SOCl2, 21.8 mL, 0.30 mol) at room temperature. Subsequently, the reaction mixture was heated to 75 °C with continuous stirring for about 3 hours. After completion of the reaction, the reaction solution was concentrated under vacuum. The residual dichlorosulfoxide was removed by addition of toluene (5 mL) and evaporated under vacuum. The resulting solid was washed with ethanol/water (10 mL, 1:1 v/v) to afford 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbonitrile (2.04 g, 93% yield). The product was analyzed by LC-MS showing m/z 220 ([M+H]+) with a retention time of 1.99 min; 1H-NMR (CDCl3) δ 2.64 (3H, s). | [References]
[1] Patent: WO2006/104917, 2006, A2. Location in patent: Page/Page column 81-82
[2] Tetrahedron Letters, 2009, vol. 50, # 3, p. 370 - 372
[3] Patent: WO2006/104889, 2006, A2. Location in patent: Page/Page column 114
[4] Patent: WO2007/147109, 2007, A2. Location in patent: Page/Page column 101-102
[5] Patent: WO2007/84560, 2007, A2. Location in patent: Page/Page column 111 |
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