2-CHLOROPYRIMIDINE-4-CARBOXAMIDE
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE Basic information
- Product Name:
- 2-CHLOROPYRIMIDINE-4-CARBOXAMIDE
- Synonyms:
-
- 4-(Aminocarbonyl)-2-chloropyrimidine, 4-Carbamoyl-2-chloropyrimidine
- 2-Chloro-pyrimidine-4-carboxylic acid amide
- 2-CHLOROPYRIMIDINE-4-CARBOXAMIDE
- NSC 60802
- 2-chloro-4-Pyrimidinecarboxamide
- 4-Pyrimidinecarboxamide, 2-chloro-
- CAS:
- 22536-66-9
- MF:
- C5H4ClN3O
- MW:
- 157.56
- Product Categories:
-
- Building Blocks
- Pyrimidine
- Mol File:
- 22536-66-9.mol
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE Chemical Properties
- storage temp.
- under inert gas (nitrogen or Argon) at 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
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE Usage And Synthesis
Chemical Properties
Light yellow solid
Uses
2-Chloropyrimidine-4-carboxamide is used as an organic synthesis and pharmaceutical intermediate.
Synthesis
149849-92-3
22536-66-9
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
2-CHLOROPYRIMIDINE-4-CARBOXAMIDE Preparation Products And Raw materials
Raw materials
2-CHLOROPYRIMIDINE-4-CARBOXAMIDESupplier
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2-CHLOROPYRIMIDINE-4-CARBOXAMIDE(22536-66-9)Related Product Information
- FLONICAMID
- N4-PHENYL-2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOXAMIDE
- 2-CHLOROPYRIMIDINE-4-CARBOXAMIDE
- N'1-[(2-CHLORO-6-METHYLPYRIMIDIN-4-YL)CARBONYL]-3-(TRIFLUOROMETHYL)BENZENE-1-CARBOHYDRAZIDE
- N'4-[(6-CHLORO-3-PYRIDYL)CARBONYL]-2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOHYDRAZIDE
- N1-(4-CHLOROPHENYL)-2-[(2-CHLORO-6-METHYLPYRIMIDIN-4-YL)CARBONYL]HYDRAZINE-1-CARBOXAMIDE
- 2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOHYDRAZIDE
- N1-PHENYL-2-[(2-CHLORO-6-METHYLPYRIMIDIN-4-YL)CARBONYL]HYDRAZINE-1-CARBOXAMIDE
- N1-(3-METHYLPHENYL)-2-[(2-CHLORO-6-METHYLPYRIMIDIN-4-YL)CARBONYL]HYDRAZINE-1-CARBOXAMIDE
- N'1-[(2-CHLORO-6-METHYLPYRIMIDIN-4-YL)CARBONYL]-2-(TRIFLUOROMETHOXY)BENZENE-1-CARBOHYDRAZIDE