تفاعل #736504

معادلة التفاعل

tetrahydrofuran

2-(4-bromobutyl)-2-[5-methoxy-2-(tetrahydropyran-2-yloxy)phenyl]-4-methyl-3-oxo-2H-1,4-benzothiazine

sodium methyl mercaptan

→

titled compound

المردود 77.3%

3,4-Dihydro-2-(2-hydroxy-5-methoxyphenyl)-4-methyl-2-(4-methylthiobutyl)-3-oxo-2H-1,4-benzothiazine

المردود 77.3%

المذيبات

Ethanol

ethanol

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated in vacuo
2. 2
   workup.ADDITION2N Hydrochloric acid (50 ml), tetrahydrofuran (25 ml) and ethanol (25 ml) are added to the residue
3. 3
   workup.DISSOLUTIONdissolved in tetrahydrofuran (50 ml)
4. 4
   workup.STIRRINGthe mixture is stirred for 45 minutes at room temperature
5. 5
   workup.ADDITIONThe reaction mixture is poured into a mixture of ethyl acetate and water
6. 6
   غسيلThe organic layer is washed with saturated aqueous sodium bicarbonate solution
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   تركيزconcentrated in vacuo
9. 9
   ترشيحThe separated crystals are collected by filtration

الإجراء التجريبي

To a stirred solution of 2-(4-bromobutyl)-2-[5-methoxy-2-(tetrahydropyran-2-yloxy)phenyl]-4-methyl-3-oxo-2H-1,4-benzothiazine (4.9 g, compound No. 34) in ethanol (25 ml), 20-25% aqueous sodium methyl mercaptan solution (16.6 ml) is added. Ethanol (15 ml) and tetrahydrofuran (20 ml) are added to the mixture. The mixture is stirred for 45 minutes at room temperature, and concentrated in vacuo. 2N Hydrochloric acid (50 ml), tetrahydrofuran (25 ml) and ethanol (25 ml) are added to the residue dissolved in tetrahydrofuran (50 ml), and the mixture is stirred for 45 minutes at room temperature. The reaction mixture is poured into a mixture of ethyl acetate and water. The organic layer is washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The separated crystals are collected by filtration to give 3.0 g (77.3%) of the titled compound.

المصدر