ChemicalBook CAS DataBase List 2-BROMO-10-THIAXANTHENONE

2-BROMO-10-THIAXANTHENONE synthesis

8synthesis methods

Product Name:2-BROMO-10-THIAXANTHENONE
CAS Number:20077-10-5
Molecular formula:C13H7BrOS
Molecular Weight:291.16

108-86-1 Synthesis

108-86-1
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147-93-3 Synthesis

147-93-3
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20077-10-5
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Yield:20077-10-5 87.9%

Reaction Conditions:

Stage #1: phenyl bromidewith sulfuric acid in dichloromethane; for 0.5 h;
Stage #2: Thiosalicylic acid in dichloromethane; for 2 h;

Steps:

2.2.1.1. Synthesis of 2-bromo-9H-thioxanthen-9-one (X1)

Cyclization[14]. Bromobenzene (5 mmol, 0.78 g) was added to sulfuric acid(10 ml) and methylene chloride (100 ml), followed by stirring themixture for 30 min. After adding thiosalicylic acid (5 mmol, 0.77g), themixture was stirred for 2 h. When the reaction was completed, the solutionwas cooled to room temperature and water was added. Thegenerated crystals were filtered under reduced pressure, followed by thewashing with 10% aqueous NaOH solution (200 ml). These crystals wererecrystallized using ethanol, affording the final product in 87.9% yield.1H NMR (400 MHz, DMSO-d6): 7.41 (d, J = 8.1 Hz, 2H, ArH), 7.54 (s,2H, ArH), 7.66 (d, J = 7.9 Hz, 1H, ArH), 8.10 (d, J = 1.6 Hz, 2H, ArH);GC-MS, 292(M+); Elemental analysis Found C: 53.62, H: 2.43, Br: 27.42,O: 5.51, S: 11.01 calculated for C13H7BrOS C: 53.63, H: 2.42, Br: 27.44,O: 5.49, S: 11.01.

References:

Kang;Lee;Choi [Dyes and Pigments,2022,vol. 206,art. no. 110594]

492-22-8 Synthesis