ChemicalBook CAS DataBase List 2-NITROTHIOPHENE-4-CARBONITRILE

2-NITROTHIOPHENE-4-CARBONITRILE synthesis

10synthesis methods

Product Name:2-NITROTHIOPHENE-4-CARBONITRILE
CAS Number:42137-24-6
Molecular formula:C5H2N2O2S
Molecular Weight:154.15

4521-33-9 Synthesis

4521-33-9
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42137-24-6
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Yield:42137-24-6 68%

Reaction Conditions:

with pyridine;hydroxylamine hydrochloride;acetic anhydride at 95; for 2 h;

Steps:

1a.2

Step 2 4-nιtrothιophene-2-carbonιt?le (2); [0171] Acetic anhydride (1 2 mL) was added to a mixture of aldehyde 1 (314 3 mg, 2 00 mmol) and hydroxylamine hydrochloride (277 6 mg, 4 00 mmol) in pyridine (1 5 mL) pre- heated at 95⁰C according to the procedure of M Bobosikova et al (J Chem Soc , Perkin Trans I, 2001 , 680-689) After 2 h at 95⁰C the mixture was cooled and poured over ice and the precipitate was filtered out and allowed to air dry Nitrile 2 was obtained in 68% yield as beige solid ¹H NMR (CDCI₃) δ(ppm) 8 51 (s, 1 H), 8 14 (s, 1 H)

References:

WO2008/104077,2008,A1 Location in patent:Page/Page column 46-47