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| | 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE Basic information |
| Product Name: | 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE | | Synonyms: | IFLAB-BB F1930-0037;2-CHLORO-5-NITROPYRIMIDIN-4-AMINE;2-CHLORO-5-NITRO-4-PYRIMIDINAMINE;4-Pyrimidinamine, 2-chloro-5-nitro-;2-Chloro-5-nitropyrimidin-4-amine ,95%;2-Chloro-5-nitro-6-aminopyrimidine;2-Chloro-5-nitropyrimidine-4-amine;(2-chloro-5-nitro-pyrimidin-4-yl)amine | | CAS: | 1920-66-7 | | MF: | C4H3ClN4O2 | | MW: | 174.55 | | EINECS: | 217-648-7 | | Product Categories: | pharmacetical | | Mol File: | 1920-66-7.mol |  |
| | 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE Chemical Properties |
| Melting point | 221-226 °C | | Boiling point | 446.0±25.0 °C(Predicted) | | density | 1.712±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | pka | -1.22±0.10(Predicted) | | form | Solid | | Appearance | Light yellow to yellow Solid | | Water Solubility | Slightly soluble in water. | | InChI | InChI=1S/C4H3ClN4O2/c5-4-7-1-2(9(10)11)3(6)8-4/h1H,(H2,6,7,8) | | InChIKey | RZGOEIWDMVQJBQ-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=C([N+]([O-])=O)C(N)=N1 |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38-43 | | Safety Statements | 26-36/37-36 | | WGK Germany | 3 | | HS Code | 29335990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Resp. Sens. 1
Skin Irrit. 2
STOT SE 3 |
| | 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE Usage And Synthesis |
| Chemical Properties | Yellow to brown solid | | Uses | It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field. | | Synthesis | General procedure for the synthesis of 2-chloro-4-amino-5-nitropyrimidines from 2,4-dichloro-5-nitropyrimidines: a solution of 2,4-dichloro-5-nitropyrimidines (30 g, 154.36 mmol) was slowly added dropwise to a solution of 2,4-dichloro-5-nitropyrimidines (30 g, 154.36 mmol) in dichloromethane (DCM) with ammonia (NH3-H2O, aqueous solution, 24 mL) and N,N-diisopropylethylamine ( DIPEA, 37.2 mL) to a mixed solution of DCM (400 mL). The reaction mixture was stirred continuously at 0 °C for 1 h, followed by filtration. The collected solid was dried to give the target product 2-chloro-4-amino-5-nitropyrimidine (25 g, 92.6% yield) as a yellow solid. It was analyzed by liquid chromatography-mass spectrometry (LCMS, ESI) and m/z: 175.0 ([M+H]+) was measured. | | References | [1] Patent: US2017/313683, 2017, A1. Location in patent: Paragraph 0541-0542
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 23, p. 10685 - 10699
[3] Patent: EP2578584, 2013, A1. Location in patent: Paragraph 0071; 0072
[4] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 2, p. 321 - 328
[5] Patent: EP3284743, 2018, A1. Location in patent: Paragraph 0135 |
| | 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE Preparation Products And Raw materials |
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