5-NITROFURAN-2-CARBOHYDRAZIDE synthesis

5synthesis methods

Product Name:5-NITROFURAN-2-CARBOHYDRAZIDE
CAS Number:5469-78-3
Molecular formula:C5H5N3O4
Molecular Weight:171.11

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Yield:5469-78-3 73%

Reaction Conditions:

with hydrazine hydrate in ethanol at 0 - 20; for 2 h;

Steps:

5 4.3.2. 5-Nitrofuran-2-carbohydrazide (4b)

A solution of hydrazine hydrate (11 mmol) and ethyl 5-nitrofuran-2-carbohydrazide (10 mmol) in absolute ethanol (100 ml) wasstirred at 0 C for 1 h. the stirring was continued for further 1 h atroom temperature. The solid formed was filtered off and washedwith ethanol and dried by suction. Crystallization from methanolafforded 5-nitrofuran-2-carbohydrazide (4b) as pale yellow needlesin 73% yield, mp = 171-172 C [lit.79 mp = 171-172 C]; 1HNMR (CDCl3 + DMSO-d6, 400 MHz): d 7.22 (d, J = 4.0 Hz, 1H), 7.18(d, J = 4.0 Hz, 1H); 13C NMR (CDCl3 + DMSO-d6, 100 MHz): d156.45, 147.22, 115.82 and 112.19 ppm. ESI mass (m/z) 171.8 [M+H]+ (calculated exact mass 171.0); CAS no. 5469-78-3.

References:

Ahmad, Pervez;Woo, Hyunjung;Jun, Kyu-Yeon;Kadi, Adnan A.;Abdel-Aziz, Hatem A.;Kwon, Youngjoo;Rahman, A.F.M. Motiur [Bioorganic and Medicinal Chemistry,2016,vol. 24,# 8,p. 1898 - 1908]