2-(3-Nitrophenoxy)acetohydrazide synthesis
- Product Name:2-(3-Nitrophenoxy)acetohydrazide
- CAS Number:36304-45-7
- Molecular formula:C8H9N3O4
- Molecular Weight:211.17
5544-77-4
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Yield:36304-45-7 86%
Reaction Conditions:
with hydrazine hydrate in ethanol at 20; for 5 h;
Steps:
7 General synthetic procedure for phenoxy-acetic acid/butyric acid hydrazide derivatives (4a-l)
General procedure: Hydrazine hydrate (0.045 mol) was added to the solution of compounds 3a-l (0.03 mol) in ethanol (20 ml) and stirred the reaction mixture at room temperature for 5 h. Reaction completion was monitored by thin layer chromatography using hexane:ethylacetate (2:1) as the mobile phase and allowed to stand overnight. The white crystals 4a-l formed were filtered, washed and after drying recrystallized from ethanol. (3-Nitro-phenoxy)-acetic acid hydrazide (4g)
Yield 86%; mp 117-119 °C; FT-IR (KBr, cm-1): 3309 (NH2), 3228 (NH), 1676 (C=O); 1H NMR (CDCl3): δ 3.91 (d, 2H, NH2), 5.06 (s, 2H, OCH2), 6.84 (d, J = 7.20 Hz, 2H, Ar-H), 7.45 (s, 1H, Ar-H), 7.62 (t, J = 8.80 Hz, 1H, Ar-H), 8.46 (t, 1H, NH); LC-MS m/z 212 (M + 1). Anal. Calcd. for C8H9N3O4: C, 45.50; H, 4.30; N, 19.90. Found: C, 45.56; H, 4.42; N, 19.86%.
References:
Al-Ghorbani, Mohammed;Vigneshwaran;Ranganatha, V. Lakshmi;Prabhakar;Khanum, Shaukath Ara [Bioorganic Chemistry,2015,vol. 60,p. 136 - 146]
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