Continuously updated synthesis method about 2255-80-3

The synthetic route of 2255-80-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 2255-80-3,Some common heterocyclic compound, 2255-80-3, name is 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole, molecular formula is C7H5BrN2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

4-Bromo-7-methylbenzo[c][l,2,5]thiadiazole (0.25 g, 1.1 mmol) was dissolved in AcOH (12 ml) and H2SO4 (1.7 ml). [CAUTION: Exothermic]. The solution was then treated with chromium (VI) oxide (1.5 g) portionwise and stirred for 30 mins. The reaction was then poured onto ice and allowed to warm to room temperature. The aqueous layer was then extracted with DCM (3 x 30 ml). The aqueous layer was left overnight and the precipitate filtered and washed with water (3 x 2 ml) to afford the title compound as a white solid (0.085 g, 30 %); vmax(thin film) 3100 – 3300 (broad – OH), 1682 (C=O), 1680, 1525, 1312, 1289, 1193 cm-1; deltaH(500 MHz, (CD3)2CO) 8.31 (IH, d, / 8, Ar-H), 8.15 (1eta, d, / 8, Ar-H), 2.09 (1eta, s, CO2H); deltaC (126 MHz, (CDs)2CO) 165.1 (C=O), 154.8 (C=N), 152.6 (C=N), 134.7 (Ar-C), 132.6 (Ar-Q, 124.2 (ipso-Ar-Q, 120.1 (ipso-Ai-Q; m/z (ES”) 259 ([81Br]M”), 257 ([79Br]M”); HRMS (ES”) Found M”, 256.90248 (C7H279BrN2O2S requires 256.90258).

The synthetic route of 2255-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF DURHAM; WO2009/34396; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary