2-(bromomethyl)-9H-thioxanthen-9-one synthesis
- Product Name:2-(bromomethyl)-9H-thioxanthen-9-one
- CAS Number:23117-71-7
- Molecular formula:C14H9BrOS
- Molecular Weight:305.19
15774-82-0
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Yield:-
Reaction Conditions:
with N-Bromosuccinimide;dibenzoyl peroxide in cyclohexane; for 4 h;Reflux;
Steps:
1.2
(2) Synthesis of 2-bromomethylthioxanthone (intermediate 11); In 120 ml of cyclohexane was dissolved 2.1 g of intermediate (10) (a methylthioxanthone mixture), and 8.3 g of N-bromosuccinimide (Wako Pure Chemical Industries, Ltd.) and 0.1 g of benzoyl peroxide (Wako Pure Chemical Industries, Ltd.) were added thereto. After a reaction was performed under reflux for 4 hours (3-methylthioxanthone failed to react), the solvent (cyclohexane) was distilled away, and 50 ml of chloroform was added thereto to dissolve the residue again, so that a chloroform solution was obtained. The chloroform solution was washed with 30 g of water three times and the aqueous layer was removed by a separatory operation. Then, the solvent (chloroform) was distilled away, so that 1.7 g of a brown solid was obtained.By recrystallizing this with ethyl acetate, 1.5 g of intermediate (11) (yellow solid) was obtained. As a result of an analysis by 1H-NMR {300 MHz, DMSO-d6, δ (ppm): 8.6 (s, 2H), 7.8-7.5 (m, 5H), 4.6 (s, 2H)}, it was confirmed that intermediate (11) was 2-bromomethylthioxanthone.
References:
US8329771,2012,B2 Location in patent:Page/Page column 23-24
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