| Identification | Back Directory | [Name]
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE | [CAS]
22536-66-9 | [Synonyms]
NSC 60802
2-chloro-4-Pyrimidinecarboxamide
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE
4-Pyrimidinecarboxamide, 2-chloro-
2-Chloro-pyrimidine-4-carboxylic acid amide
4-(Aminocarbonyl)-2-chloropyrimidine, 4-Carbamoyl-2-chloropyrimidine | [Molecular Formula]
C5H4ClN3O | [MDL Number]
MFCD00234053 | [MOL File]
22536-66-9.mol | [Molecular Weight]
157.558 |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
solid | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H4ClN3O/c6-5-8-2-1-3(9-5)4(7)10/h1-2H,(H2,7,10) | [InChIKey]
UXXQEVFRPLIOHJ-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC(C(N)=O)=N1 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Uses]
2-Chloropyrimidine-4-carboxamide is used as an organic synthesis and pharmaceutical intermediate. | [Synthesis]
General procedure for the synthesis of 2-chloropyrimidine-4-carboxamide from 2-chloropyrimidine-4-carboxylic acid: 2-chloropyrimidine-4-carboxylic acid (500 mg, 1.00 eq.) was dissolved in thionyl chloride (10 mL) and the reaction was heated to 90 °C for 30 min. Upon completion of the reaction, the excess thionyl chloride was removed by concentration under reduced pressure. The residue was cooled to 0 °C and ammonium hydroxide solution (20 mL) was slowly added. The reaction mixture was extracted with dichloromethane (20 mL x 3), the organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 320 mg of 2-chloropyrimidine-4-carboxamide as a white solid. The product was analyzed by LC-MS (electrospray ionization, m/z): 158 [M+H]+. | [References]
[1] Patent: WO2015/25026, 2015, A1. Location in patent: Page/Page column 209 |
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