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Chemical Structure| 141492-94-6 Chemical Structure| 141492-94-6
Chemical Structure| 141492-94-6

2-Iodo-6-(trifluoromethyl)pyrazine

CAS No.: 141492-94-6

4.5 *For Research Use Only !

Cat. No.: A189675 Purity: 95%

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Product Details of [ 141492-94-6 ]

CAS No. :141492-94-6
Formula : C5H2F3IN2
M.W : 273.98
SMILES Code : FC(C1=CN=CC(I)=N1)(F)F
MDL No. :MFCD11109811

Safety of [ 141492-94-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 141492-94-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 141492-94-6 ]

[ 141492-94-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 540-80-7 ]
  • [ 69816-35-9 ]
  • [ 141492-94-6 ]
YieldReaction ConditionsOperation in experiment
With iodine; copper; In chloroform; (a) 2-Iodo-6-trifluoromethylpyrazine A three liter flask was charged with a solution of <strong>[69816-35-9]2-amino-6-trifluoromethylpyrazine</strong> (obtained by the method of J. L. Miesel, U.S. Pat. No. 4,293,552, 95% pure by HPLC analysis, 32.6 g, 0.20 mol) in chloroform (1000 mL). Freshly ground iodine (101 g. 0.40 mol) was added to give a dark purple solution. After 40 min, a solution of t-butyl nitrite (22.9 g, 0.20 mol) in chloroform (300 mL) was added dropwise over 1 h. During the addition, slow gas evolution was observed together with a mild exotherm (<10 C.) which was moderated with a cold water bath. After an additional 1 h at room temperature the reaction mixture was washed with saturated aqueous sodium sulfite (3*500 mL) to remove the excess iodine. The chloroform solution was dried over magnesium sulphate, filtered and concentrated on a Buchi to give 23 g of an orange oil. The crude product was purified by distillation from copper (40-80 mesh, 200 mg) to give 19.5 g of the title compound as a yellow oil; b.p. 50-56 C./0.6 mmHg; delta (360 MHz, CDCl3) 9.06 (1H, s, pyrazine-H), 8.86 (1H, s, pyrazine-H); m/e 274 (M+).
With iodine; In chloroform; (a) 2-Iodo-6-trifluoromethylpyrazine A three litre flask was charged with a solution of <strong>[69816-35-9]2-amino-6-trifluoromethylpyrazine</strong> (obtained by the method of J.L. Miesel, U.S. Patent 4293552, 95% pure by HPLC analysis, 32.6g, 0.20mol) in chloroform (1000mL). Freshly ground iodine (101g. 0.40mol) was added to give a dark purple solution. After 40 min, a solution of t-butyl nitrite (22.9g, 0.20mol) in chloroform (300mL) was added dropwise over 1h. During the addition, slow gas evolution was observed together with a mild exotherm (< 10C) which was moderated with a cold water bath. After an additional 1h at room temperature the reaction mixture was washed with saturated aqueous sodium sulfite (3 x 500mL) to remove the excess iodine. The chloroform solution was dried over magnesium sulphate, filtered and concentrated on a Buchi to give 23g of an orange oil. The crude product was purified by distillation from copper (40-80 mesh, 200mg) to give 19. 5g of the title compound as a yellow oil; b.p. 50-56C/0.6mmHg; delta (360MHz, CDCl3) 9.06 (1H, s, pyrazine-H), 8.86 (1H, s, pyrazine-H); m/e 274 (M+).
 

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