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86662-57-9

3-ETHYL-2-HYDRAZINOQUINAZOLIN-4(3H)-ONE synthesis

4synthesis methods
3-ethyl-2-methylsulfanylquinazolin-4-one

126135-06-6
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Yield:86662-57-9 79%

Reaction Conditions:

with potassium carbonate;hydrazine in ethanol; for 36 h;

Steps:

General synthetic scheme of of 2-hydrazino-3-(4-nitrophenyl) quinazolin-4-one (Va-j).

General procedure: The compound(4a-j) (0.01 mol) was dissolved in ethanol (25 mL).To this mixture 99% hydrazine hydrate (0.1 mol) andanhydrous potassium carbonate (100 mg) was addedand refluxed for 36 h. The reaction mixture was cooledand poured into ice cold water. The solid so obtainedwas filtered, washed with water, dried and recrystallizedusing ethanol to afford the compound (Va-j). 3-Ethyl-2-hydrazinylquinazolin-4(3H)-one (Va). Yield:79%; mp: 210-211°C; IR (KBr) cm-1: 3380, 3315 and3250 (NH), 3054 (Ar-CH), 2945 (CH2-CH), 1728(C=O), 1650 (C=N), 1608 (C=C); 1H NMR (CDCl3) 1.25-1.28 (m, 3H, CH3), 2.60 (s, 2H, NH2), 3.25-3.27 (d, 2H, CH2), 5.62 (s, 1H, Ar-NH), 7.24-7.27(m, 2H, Ar-H) 8.10-8.16 (m, 2H, Ar-H); MS (m/z):205 [M+]; Anal. Calcd. for C10H12N4O3: C, 58.81; H,5.92; N, 27.43; Found: C, 58.75; H, 5.95; N, 27.41.

References:

Sulthana;Chitra;Alagarsamy;Saravanan;Solomon, V. Raja [Russian Journal of Bioorganic Chemistry,2021,vol. 47,# 1,p. 112 - 121][Bioorg. Khim.,2021]