ChemicalBook CAS DataBase List 3,6-dibroMo-1,2-BenzenediaMine

3,6-dibroMo-1,2-BenzenediaMine synthesis

8synthesis methods

Product Name:3,6-dibroMo-1,2-BenzenediaMine
CAS Number:69272-50-0
Molecular formula:C6H6Br2N2
Molecular Weight:265.93

15155-41-6
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$21.00/1g

30757-50-7 Synthesis

30757-50-7
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$60.00/100mg

Yield:30757-50-7 98%

Reaction Conditions:

with sodium tetrahydroborate in ethanol at 0 - 20; for 20 h;

Steps:

Preparation of compound 1.

Sodium borohydride (4.2 g, 110 mmol) was added portion wise into a solution of 4,7-Dibromo-2,1,3-Benzothiadiazole (3.3 g, 11.2 mmol) in ethanol (100 mL) at 0 °C. The resulting mixture was stirred at room temperature for 20 h. The reaction mixture was quenched by adding 50 mL of water, and extracted with CH₂Cl₂ (40 mL 2). The combined organic layers were washed with water and brine successively, dried over anhydrous sodium sulfate. Removing the solvent under rotary evaporator, the crude product was purified by column chromatography using hexane/ethyl acetate (5/1, v/v) as an eluent to afford compound 1 as an white solid (2.9 g, yield: 98%), mp: 128.2-131.3 °C. ¹H NMR (600 MHz, CDCl₃) δ: 6.84 (s, 2H), 3.89 (s, 4H). ¹³C NMR (150 MHz, CDCl₃) δ: 133.7, 123.3, 109.7. Anal. calcd for C₆H₆Br₂N₂: C, 27.10; H, 2.27; N, 10.53; found: C, 27.04; H, 2.28; N, 10.49.