METHOD OF PRODUCING (S)-7,8-DIFLUORO-2,3-DIHYDRO-3-METHYL-4H-[1,4]BENZOXAZINE Russian patent published in 2011 - IPC C07D265/36 

Abstract RU 2434004 C1

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing (S)-7,8-difluoro-2,3-dihydro-3-methyl-4H-[1,4]benzoxazine of formula (S)-1. The method is realised by reacting racemic 7,8-difluoro-2,3-dihydro-3-methyl-4H-[1,4]benzoxazine of formula (I) with an acyl chloride of (S)-naproxen of formula (II) in toluene or dichloromethane at temperature ranging from 0 to -40°C and molar ratio of compound (I) to compound (II) equal to 1:0.5. The obtained mixture is treated with hexane and recrystallised from ethyl alcohol to obtain a compound of formula (III). Compound (III) undergoes acid hydrolysis in a mixture of acetic and hydrochloric acid at temperature 92-96°C for 8-10 hours to obtain a compound (S)-l.

EFFECT: improved method of obtaining a composition with high content of the basic substance and high enantiomeric excess.

1 cl, 3 dwg, 1 tbl, 3 ex

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RU 2 434 004 C1

Authors

Krasnov Viktor Pavlovich

Levit Galina L'Vovna

Gruzdev Dmitrij Andreevich

Matveeva Tat'Jana Viktorovna

Chulakov Evgenij Nikolaevich

Charushin Valerij Nikolaevich

Dates

2011-11-20Published

2010-10-14Filed