QUINOLINE-6-CARBOHYDRAZIDE synthesis
- Product Name:QUINOLINE-6-CARBOHYDRAZIDE
- CAS Number:5382-47-8
- Molecular formula:C10H9N3O
- Molecular Weight:187.2
38896-30-9
5382-47-8
General procedure for the synthesis of quinoline-6-carbohydrazide from methyl 6-quinolinecarboxylate: Methyl 6-quinolinecarboxylate (0.10 mol) was dissolved in ethanol (50 mL), 99% hydrazine hydrate (0.10 mol) was added, and the mixture was refluxed for 17 hours. Upon completion of the reaction, the reaction mixture was cooled and the resulting solid was collected by filtration and washed with a small amount of cold methanol to give quinoline-6-carbohydrazide. The reaction process was monitored by thin layer chromatography (TLC) with the unfolding agent being toluene: acetone (8:2, v/v). The product was a colorless solid in 89% yield, melting point 195-197 °C. IR (KBr, cm^-1): 3376, 3291 (NH2), 1689 (C=O, amide).1H NMR (400 MHz, DMSO-d6): δ 10.34 (br s, 1H, NH), 8.89 (dd, J = 1.7, 4.1 Hz, 1H) , 8.38-8.43 (m, 2H), 8.19 (dd, J = 1.6, 8.3 Hz, 1H), 7.97 (d, J = 7.7 Hz, 1H), 7.53 (dd, J = 4.1, 8.3 Hz, 1H), 4.71 (br s, 2H, NH2).
38896-30-9
174 suppliers
$10.00/1g
5382-47-8
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$45.00/100mg
Yield:5382-47-8 97%
Reaction Conditions:
with hydrazine hydrateReflux;
References:
Saitoh, Morihisa;Kunitomo, Jun;Kimura, Eiji;Hayase, Yoji;Kobayashi, Hiromi;Uchiyama, Noriko;Kawamoto, Tomohiro;Tanaka, Toshimasa;Mol, Clifford D.;Dougan, Douglas R.;Textor, Garret S.;Snell, Gyorgy P.;Itoh, Fumio [Bioorganic and Medicinal Chemistry,2009,vol. 17,# 5,p. 2017 - 2029] Location in patent:experimental part
73987-38-9
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$60.00/100mg
5382-47-8
29 suppliers
$45.00/100mg
10349-57-2
320 suppliers
$10.00/1g
5382-47-8
29 suppliers
$45.00/100mg