ChemicalBook CAS DataBase List 4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole synthesis

6synthesis methods

Product Name:4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole
CAS Number:288071-87-4
Molecular formula:C14H6Br2N2S3
Molecular Weight:458.21

M4 (0.07 g, 0.233 mmol) was dissolved in 3.3 mLdry CHCl3 followed by addition of NBS (0.87 g, 0.489 mmol) at 0 °C.The reaction was conducted in dark by covering the flask withaluminium foil. The product was extracted with CHCl3 and thesolvent was evaporated to obtain crude product which was purifiedby silica gel column chromatography using 5% ethyl acetate/hexaneas eluent to obtain M5 as bright orange solid (0.101 g, 95%). Meltingpoint = 258 °C.

165190-76-1 Synthesis

4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

165190-76-1
96 suppliers
$40.00/250mg

4,7-Bis(2-bromo-5-thienyl)-2,1,3-benzothiadiazole

288071-87-4
144 suppliers
$45.00/1mg

Yield:288071-87-4 95%

Reaction Conditions:

with NBS in chloroform at 0;Darkness;

Steps:

2.2.1.5. Synthesis of 4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole(M5).

M4 (0.07 g, 0.233 mmol) was dissolved in 3.3 mLdry CHCl3 followed by addition of NBS (0.87 g, 0.489 mmol) at 0 °C.The reaction was conducted in dark by covering the flask withaluminium foil. The product was extracted with CHCl3 and thesolvent was evaporated to obtain crude product which was purifiedby silica gel column chromatography using 5% ethyl acetate/hexaneas eluent to obtain M5 as bright orange solid (0.101 g, 95%). Meltingpoint = 258 °C. 1HNMR (300 MHz, CDCl3) d: 7.85(s, 2H), 7.80(d, 2H),7.13(d, 2H) [29] (see Scheme 5).

References:

Sharma, Bhavna;Alam, Firoz;Dutta, Viresh;Jacob, Josemon [Organic electronics,2017,vol. 40,p. 42 - 50]