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2-Amino-3-chloropyrazine

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CAS:6863-73-6
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CAS:6863-73-6
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CAS:6863-73-6
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CAS:6863-73-6
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2-Amino-3-chloropyrazine manufacturers

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-Chloro-2-pyrazinamine;2-PyrazinaMine, 3-chloro-;3-Chloropyrazin-2-amine, 2-Amino-3-chloro-1,4-diazine;Pyrazinamine, 3-chloro-
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 Structure
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
pka2.37±0.10(Predicted)
form powder to crystal
color White to Light yellow to Dark green
Water Solubility Slightly soluble in water.
InChIInChI=1S/C4H4ClN3/c5-3-4(6)8-2-1-7-3/h1-2H,(H2,6,8)
InChIKeyAEVSSZHXGJAPIE-UHFFFAOYSA-N
SMILESC1(N)=NC=CN=C1Cl
CAS DataBase Reference6863-73-6
Safety Information
Risk Statements 36/37/38
Safety Statements 26-37
HazardClass IRRITANT
HS Code 29339900
MSDS Information
2-Amino-3-chloropyrazine Usage And Synthesis
UsesIt is employed in the synthesis and tuberculostatic activity of N-pyrazinylthiourea.
Synthesis
2,3-Dichloropyrazine

4858-85-9

2-Amino-3-chloropyrazine

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
Tag:2-Amino-3-chloropyrazine(6863-73-6) Related Product Information
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