2-AMINO-5-IODOPYRAZINE Chemical Properties

Melting point:

122-123°

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

Appearance

Light yellow to brown Solid

InChI

InChI=1S/C4H4IN3/c5-3-1-8-4(6)2-7-3/h1-2H,(H2,6,8)

InChIKey

VVTVALQVXWRFAM-UHFFFAOYSA-N

SMILES

C1(N)=NC=C(I)N=C1

2-AMINO-5-IODOPYRAZINE Usage And Synthesis

Synthesis

To a 1000 mL single neck round bottom flask was added 2-aminopyrazine (28.50 g, 300 mmol) and N-iodosuccinimide (134.99 g, 600 mmol) followed by methanol (340 mL). The reaction mixture was stirred at 80 °C for 10 hours. The reaction progress was monitored by thin layer chromatography (TLC) and gas chromatography (GC) to confirm the completion of the reaction. Upon completion of the reaction, the solvent was removed using a rotary evaporator to obtain the crude product. The crude product was purified by silica gel column chromatography to obtain the target compound 2-amino-5-iodopyrazine. The product was dried and the yield was calculated to be 70.50% and analyzed by high performance liquid chromatography (HPLC) with a purity of 99.58%.

References

[1] Patent: CN106674137, 2017, A. Location in patent: Paragraph 0009-0011; 0012-0014; 0015-0016
[2] Heterocycles, 2012, vol. 86, # 2, p. 1323 - 1339
[3] Patent: JP2015/54838, 2015, A. Location in patent: Paragraph 0083; 0084

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