N-(4-(HYDRAZINECARBONYL)PHENYL)-ACETAMIDE synthesis

10synthesis methods

Product Name:N-(4-(HYDRAZINECARBONYL)PHENYL)-ACETAMIDE
CAS Number:41764-73-2
Molecular formula:C9H11N3O2
Molecular Weight:193.2

17012-22-5
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N-(4-(HYDRAZINECARBONYL)PHENYL)-ACETAMIDE

41764-73-2
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Yield:41764-73-2 92.07%

Reaction Conditions:

with hydrazine hydrate monohydrate in methanol; for 3 h;Reflux;

Steps:

3 2.1.3. Synthesis of N-(4-(hydrazinecarbonyl) phenyl)acetamide (A 3)

Compound A 2 (0.078 mol) was dissolved in a mixture of hydrazine hydrate (0.233 mol) and 50 ml methanol taken in a 150 ml RBF. The contents were refluxed for 3 h (Scheme 1). During refluxthe solid residue of A 3 was obtained. It was filtered, washed withmethanol and dried. (13.81 g, 92.07%); white solid; M.P.: 255 C; IR (KBr) (cm1): 3367, 3314, 3055, 2933, 2852, 1670, 1618, 1590,1435, 1370, 835; EIMS (m/z): 194.1 (M+1); 1H NMR (DMSO-d6,400 MHz) d (ppm): 10.129 (s, 1H, ANHCOCH3), 9.627 (S, 1H,ACONHNH2), 7.780 (d, 2H, Ar-H), 7.642 (d, 2H, Ar-H), 4.436 (s,2H, ACONHNH2), 2.069 (s, 3H, ANHCOCH3); 13C NMR (DMSOd6,100 MHz) d (ppm): 168.4, 165.6, 141.7, 127.6, 118.0, 112.5,24.0; Anal Calcd. for C9H11N3O2: C, 55.95; H, 5.74; N, 21.75%.Found: C, 56.04; H, 5.72; N, 21.73%

References:

Thakkar, Sampark S.;Thakor, Parth;Doshi, Hiren;Ray, Arabinda [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 15,p. 4064 - 4075]