ChemicalBook CAS DataBase List 2-HYDRAZINOBENZOTHIAZOLE

2-HYDRAZINOBENZOTHIAZOLE synthesis

13synthesis methods

Product Name:2-HYDRAZINOBENZOTHIAZOLE
CAS Number:615-21-4
Molecular formula:C7H7N3S
Molecular Weight:165.22

136-95-8

615-21-4

General procedure for the synthesis of 2-hydrazinobenzothiazole from 2-aminobenzothiazole: Hydrazine hydrate (1 equiv.) was dissolved in ethylene glycol at 5 °C. Under stirring, concentrated hydrochloric acid (2 mL) was added slowly and dropwise, followed by 2-aminobenzothiazole (1 eq.). The reaction mixture was heated to reflux for 2-3 hours, after which it was cooled to room temperature. Upon completion of the reaction, the solid product formed was collected by filtration, washed with water and purified by recrystallization from ethanol to afford the target compound 2-hydrazinobenzo[d]thiazole (32). The product was white crystals in 90% yield with a melting point ranging from 200 °C to 202 °C. 1H NMR (DMSO-d6, 400 MHz) data were as follows: δ 4.84 (2H, s), 6.85-7.65 (4H, m), 8.62 (1H, s). ESI-MS (m/z) analysis showed the molecular ion peak as 166 (MH+).

615-20-3 Synthesis

615-20-3
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$19.00/25g

615-21-4
220 suppliers
$45.00/10mg

Yield:615-21-4 93%

Reaction Conditions:

with hydrazine hydrate in ethanol at 80; for 5 h;

Steps:

2.2.5. Preparation and characterization of 7

To a solution of 2-chlorobenzo[d]thiazole (0.169 g, 1 mmol) inethanol, N2H4H2O (80%, 5 mmol) was dropwise added withrefluxing at 80 °C for 5 h. When cooled to room temperature, themixture was filtered, washed and recrystallized with ethanol. Thewhite solid thus obtained and dried under vacuum to get compound7 (0.154 g) in 93% yield. 1H NMR (DMSO-d6, 600 MHz):δ(ppm): 9.01 (s, 1H), 7.68 (d, J 7.8 Hz, 1H), 7.32 (d, J 8.0 Hz, 1H),7.20 (t, J 7.6 Hz, 1H), 6.98 (t, J 7.5 Hz, 1H), 5.03 (s, 2H). 13C NMR(DMSO-d6, 151 MHz): δ (ppm): 174.4, 153.9, 130.9, 125.8, 121.4,120.7, 118.3 (Fig. S5).

References:

zhang, Huifang;Yin, Caixia;Liu, Tao;Chao, Jianbin;Zhang, Yongbin;Huo, Fangjun [Dyes and Pigments,2017,vol. 146,p. 344 - 351]

136-95-8 Synthesis

136-95-8
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$7.00/25g

615-21-4
220 suppliers
$45.00/10mg

References