| Identification | Back Directory | [Name]
6-Chloro-4-pyrimidinecarboxylic acid | [CAS]
37131-91-2 | [Synonyms]
6-Chlor-pyrimidin-4-carbonsaeure
6-Chloro-4-pyrimidinecarboxylic acid
6-chloropyrimidine-4-carboxylic acid
6-Chloro-pyrimidin-4-carboxylic acid
4-PyriMidinecarboxylic acid, 6-chloro-
6-Chloropyrimidine-4-carboxylic acid 97%
6-Chloro-4-pyrimidinecarboxylic acid ISO 9001：2015 REACH | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C5H3ClN2O2 | [MDL Number]
MFCD08692928 | [MOL File]
37131-91-2.mol | [Molecular Weight]
158.54 |
| Chemical Properties | Back Directory | [Boiling point ]
343.7±22.0 °C(Predicted) | [density ]
1.579±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
2.44±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C5H3ClN2O2/c6-4-1-3(5(9)10)7-2-8-4/h1-2H,(H,9,10) | [InChIKey]
RWSPRTBXAXZIOS-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=CC(C(O)=O)=N1 |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 6-chloropyrimidine-4-carboxylic acid from 6-hydroxy-4-pyrimidinecarboxylic acid: 2 g of 6-hydroxy-4-pyrimidinecarboxylic acid was dissolved in 30 mL of ethyl acetate, and oxalyl chloride (3.75 mL, 3 eq., 0.043 mol) was slowly added, followed by the addition of a few drops of N,N-dimethylformamide (gas was observed to escape). The reaction mixture was heated to reflux at 75 °C for 3 h, subsequently cooled to room temperature and allowed to stand overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give a black solid product in quantitative yield. The resulting solid was to be stored under nitrogen protection at 4 °C.1H NMR analysis showed the product to be a mixture of 6-chloropyrimidine-4-carboxylic acid and its corresponding chloride derivatives (unstable at room temperature).1H NMR (d6-DMSO) data were as follows: 9.28 (s, 1H), 8.18 (s, 1H) for 6-chloropyrimidine-4-carboxylic acid; 8.45 (s, 1H), 8.45 (s, 1H), 8.93 (s, 1H), 8.45 (s, 1H), 8.45 (s, 1H), 8.45 (s, 1H), 6.93 (s, 1H) and 8.45 (s, 1H). 6.93 (s, 1H) for the signals of the chloride derivatives. | [References]
[1] Patent: WO2010/20432, 2010, A2. Location in patent: Page/Page column 91-92 |
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