ChemicalBook CAS DataBase List 10-Methoxycarbamazepine

10-Methoxycarbamazepine synthesis

12synthesis methods

Product Name:10-Methoxycarbamazepine
CAS Number:28721-09-7
Molecular formula:C16H14N2O2
Molecular Weight:266.29

4698-11-7

32315-10-9

28721-09-7

1. 32.67 g (0.11 mol) of triphosgene dissolved in 300 mL of toluene was slowly added dropwise over a period of 6 hours to a mixture of 66.9 g (0.3 mol) of 10-methoxy-5H-dibenzo[b,f]azepine and 34.92 g (0.34 mol) of triethylamine in 800 mL of toluene at a temperature of 10-15 °C. 2. After completion of the reaction ( complete disappearance of 10-methoxy-5H-dibenz[b,f]azepine was confirmed by TLC monitoring), 200 mL of 30% ammonia was slowly added with vigorous stirring for several hours at room temperature.3. After the reaction mixture was layered, the organic phase was separated, the toluene phase was washed with water, and the reaction mixture was subsequently evaporated to dryness under reduced pressure.4. 69.0 g (85% of the theoretical yield) was obtained of a purity greater than 95% of 10-methoxy-5H-dibenz[b,f]azepine. Methoxy-5H-dibenz[b,f]azepine-5-carboxamide.

4698-11-7 Synthesis

4698-11-7
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32315-10-9 Synthesis

32315-10-9
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28721-09-7
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$16.00/250mg

Yield: 85%

Reaction Conditions:

Stage #1:10-methoxy-5H-dibenzo[b,f]azepine;bis(trichloromethyl) carbonate with triethylamine in toluene at 10 - 15; for 6 h;
Stage #2: with ammonia in water;toluene at 20; for 1 h;

Steps:

1.a
) A solution of 66.9 g (0.3 mols) of 10-methoxy-iminostilbene and 34.92 g (0.34 mols) of triethylamine in 800 ml of toluene is gradually added, during 6 hours and at a temperature of 10-15°C, with a solution of 32.67 g (0.11 mols) of triphosgene in 300 ml of toluene. After completion of the reaction (disappearance of methoxy-iminostilbene) 200 ml of 30% aqueous ammonia are added gradually, vigorously stirring at room temperature for some hours. After that, the phases are separated, the toluene phase is washed with water and evaporated to dryness under reduced pressure. Yield: 69.0 g (85% on theoretical) of 10-methoxy-N-aminocarbonyl-iminostilbene (V) of purity higher than 95%.

References:

Milanese, Alberto EP1600443, 2005, A1 Location in patent:Page/Page column 8

4698-11-7 Synthesis

4698-11-7
251 suppliers
$5.00/1g