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1312535-78-6

1312535-78-6 Structure

1312535-78-6 Structure
IdentificationBack Directory
[Name]

1-(2-ChloropyriMidin-4-yl)ethanone
[CAS]

1312535-78-6
[Synonyms]

4-Acetyl-2-chloropyrimidine
1-(2-ChloropyriMidin-4-yl)ethanone
Ethanone, 1-(2-chloro-4-pyrimidinyl)-
[Molecular Formula]

C6H5ClN2O
[MDL Number]

MFCD22543973
[MOL File]

1312535-78-6.mol
[Molecular Weight]

156.57
Chemical PropertiesBack Directory
[Boiling point ]

307.9±15.0 °C(Predicted)
[density ]

1.311±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

-3.33±0.20(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C6H5ClN2O/c1-4(10)5-2-3-8-6(7)9-5/h2-3H,1H3
[InChIKey]

ITCRDUUQMVEFAV-UHFFFAOYSA-N
[SMILES]

C(=O)(C1C=CN=C(Cl)N=1)C
Spectrum DetailBack Directory
[Spectrum Detail]

1-(2-ChloropyriMidin-4-yl)ethanone(1312535-78-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-chloro-4-(1-ethoxyvinyl)pyriMidine

932738-81-3

1-(2-ChloropyriMidin-4-yl)ethanone

1312535-78-6

The general procedure for the synthesis of 1-(2-chloropyrimidin-4-yl)ethanone from the compound (CAS: 932738-81-3) was as follows: to a solution of 2-chloro-4-(1-ethoxyvinyl)pyrimidine (6.0 g, crude) in acetone (30.0 mL) was added 1N HCl (3.0 mL), and the mixture was subsequently heated to reflux for 30 min. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the resulting residue was diluted with water and extracted with ethyl acetate. The organic phase was dried with anhydrous sodium sulfate and the solvent was removed under vacuum. The crude product obtained was purified by silica gel column chromatography using 2% ethyl acetate/hexane as eluent to give 1-(2-chloropyrimidin-4-yl)ethanone (1.0 g, 32% yield) as a light yellow liquid.1H NMR (400 MHz, CDCl3) δ 2.72 (s, 3H), 7.83 (d, J = 4.9 Hz, 1H), 8.85 (d J = 4.9Hz, 1H).

[References]

[1] Journal of Heterocyclic Chemistry, 2009, vol. 46, # 6, p. 1259 - 1265
[2] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 00881
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