2-Amino-3-chloropyrazine CAS 6863-73-6
2-Amino-3-chloropyrazine Basic information
| Product Name: | 2-Amino-3-chloropyrazine |
| Synonyms: | 3-AMINO-2-CHLORO-PYRAZINE;3-AMINO-PYRAZINECHLORIDE;2-AMINO-3-CHLOROPYRAZINE;TIMTEC-BB SBB006510;3-Chloropyrazin-2-amine;3-Chloro-2-pyrazinamine;2-PyrazinaMine, 3-chloro-;3-Chloro-pyrazin-2-ylaMine |
| CAS: | 6863-73-6 |
| MF: | C4H4ClN3 |
| MW: | 129.55 |
| EINECS: | 676-017-8 |
| Product Categories: | Chloropyrazines, etc.;Pyrazines;Chloropyrazin |
| Mol File: | 6863-73-6.mol |
2-Amino-3-chloropyrazine Chemical Properties
| Melting point | 167-171°C |
| Boiling point | 248.1±35.0 °C(Predicted) |
| density | 1.437±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 2.37±0.10(Predicted) |
| color | White to Light yellow to Dark green |
| Water Solubility | Slightly soluble in water. |
| InChI | InChI=1S/C4H4ClN3/c5-3-4(6)8-2-1-7-3/h1-2H,(H2,6,8) |
| InChIKey | AEVSSZHXGJAPIE-UHFFFAOYSA-N |
| SMILES | C1(N)=NC=CN=C1Cl |
| CAS DataBase Reference | 6863-73-6 |
Safety Information
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37 |
| HazardClass | IRRITANT |
| HS Code | 29339900 |
| Uses | It is employed in the synthesis and tuberculostatic activity of N-pyrazinylthiourea. |
| Synthesis | 4858-85-9 6863-73-6 General procedure for the synthesis of 2-amino-3-chloropyrazine from 2,3-dichloropyrazine: 2,3-dichloropyrazine (3.5 g, 0.023 mol) was suspended in a mixture of 25% ammonia (20 mL) and tetrahydrofuran (THF, 20 mL) in an autoclave reactor and heated to react for 18 h at 100 °C. The reaction was completed by cooling to room temperature. After completion of the reaction, it was cooled to room temperature and the reaction mixture was concentrated under reduced pressure to a minimum volume. The residue was ground with distilled water (15 mL) and after filtration, the solid product was dried to give 2-amino-3-chloropyrazine as a light yellow crystalline solid (2.75 g, 90% yield). Mass spectrum (electrospray positive ionization mode, ES+) m/z: 130.1. 1H NMR (400 MHz, CDCl3): δ 7.94 (d, J=2.53 Hz, 1H), 7.72 (d, J=2.53 Hz, 1H), 4.90-5.12 (broad single peak, 2H). |
| References | [1] Patent: US2012/59162, 2012, A1. Location in patent: Page/Page column 38-39 [2] Journal of Medicinal Chemistry, 2014, vol. 57, # 10, p. 4196 - 4212 [3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 15, p. 3454 - 3459 [4] Patent: US2014/364414, 2014, A1. Location in patent: Paragraph 0438-0440 [5] Patent: WO2010/69684, 2010, A1. Location in patent: Page/Page column 96 |
2-Amino-3-chloropyrazine Preparation Products And Raw materials
| Raw materials | 2-Amino-5-chloropyrazine-->Pyrazinamine, 4-oxide (9CI)-->2-Chloro-6-aminopyrazine-->Aminopyrazine-->2,3-Dichloropyrazine-->2-AMINO-3,5-DICHLOROPYRAZINE-->Ammonia-->Tetrahydrofuran-->Ammonium hydroxide |
| Preparation Products | 8-Chloro-imidazo[1,2-a]pyrazine-->8-chloro-2-ethylimidazo[1,2-a]pyrazine-->2-AMINO-3-(METHYLAMINO)PYRAZINE-->N-Boc-[tert-butyl (3-chloropyrazin-2-yl)carbamate]-->3-chloro-N-(propan-2-yl)pyrazin-2-amine-->Imidazo[1,2-a]pyrazin-8(7H)-one, 2-(trifluoromethyl)- |
