| Identification | Back Directory | [Name]
4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde | [CAS]
148256-82-0 | [Synonyms]
4-chloro-2-(Methylthio)pyriMidine-5-carbaldehyde
4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde
4-Chloro-2-(methylthio)-5-pyrimidinecarboxaldehyde
5-PyriMidinecarboxaldehyde, 4-chloro-2-(Methylthio)-
4-chloro-2-(Methylsulfanyl)pyriMidine-5-
carbaldehyde
4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxaldehyde
4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde ISO 9001：2015 REACH | [Molecular Formula]
C6H5ClN2OS | [MDL Number]
MFCD16657918 | [MOL File]
148256-82-0.mol | [Molecular Weight]
189 |
| Chemical Properties | Back Directory | [Boiling point ]
315℃ | [density ]
1.44 | [Fp ]
144℃ | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [pka]
-2.16±0.29(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C6H5ClN2OS/c1-11-6-8-2-4(3-10)5(7)9-6/h2-3H,1H3 | [InChIKey]
VMNYMIKGYQYJHK-UHFFFAOYSA-N | [SMILES]
C1(SC)=NC=C(C=O)C(Cl)=N1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde from (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol: Activated manganese(IV) oxide (38.1 g, 439 mmol, 5 μm) was added to (4-chloro-2-(methylthio)pyrimidin-5-yl)methanol (16.73 g, 87.8 mmol) in a chloroform ( 800 mL) solution. The reaction mixture was stirred overnight at room temperature and after completion of the reaction, it was filtered through a pad of diatomaceous earth to remove solid impurities. The filtrate was concentrated under reduced pressure to afford 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde (13.7 g, 82.8% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 10.31 (s, 1H), 8.88 (s, 1H), 2.65 (s, 3H) ppm. | [References]
[1] Patent: WO2009/85185, 2009, A1. Location in patent: Page/Page column 129
[2] Patent: US2015/31674, 2015, A1. Location in patent: Paragraph 0317
[3] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 12, p. 1241 - 1246
[4] Patent: EP2112150, 2009, A1. Location in patent: Page/Page column 26; 28
[5] Patent: US2011/257207, 2011, A1. Location in patent: Page/Page column 21 |
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