| Identification | Back Directory | [Name]
2-Amino-3-chloropyrazine | [CAS]
6863-73-6 | [Synonyms]
TIMTEC-BB SBB006510
1H-IMIDAZOL-1-AMIN...
3-Chloropyrazin-2-amine
3-Chloro-2-pyrazinamine
Pyrazinamine, 3-chloro-
3-AMINO-PYRAZINECHLORIDE
2-AMINO-3-CHLOROPYRAZINE
2-PyrazinaMine, 3-chloro-
3-AMINO-2-CHLORO-PYRAZINE
3-Chloro-pyrazin-2-ylaMine
Pyrazine, 2-amino-3-chloro-
2-Amino-3-chloropyrazine >
2-Amino-3-chloropyrazine, 97.5%
2-isopropoxyethyl(hydroxymethyl)carbamate
2-Amino-3-chloropyrazine ISO 9001：2015 REACH
3-Chloropyrazin-2-amine, 2-Amino-3-chloro-1,4-diazine | [EINECS(EC#)]
676-017-8 | [Molecular Formula]
C4H4ClN3 | [MDL Number]
MFCD04114305 | [MOL File]
6863-73-6.mol | [Molecular Weight]
129.55 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Uses]
It is employed in the synthesis and tuberculostatic activity of N-pyrazinylthiourea. | [Synthesis]
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 |
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