Reaktion #215436

Reaktionsgleichung

methyl 4-hydroxy-2-methyl-2H-[1]benzothieno-[2,3-e]-1,2-thiazine-3-carboxylate-1,1-dioxide

2-thiazolamine

→

4-Hydroxy-2-methyl-N-(2-thiazolyl)-2H-[1]benzothieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe released methanol was removed by means of 4 A-molecular sieve
2. 2
   workup.ADDITIONfilled in a Soxhlet apparatus
3. 3
   TemperaturAfter cooling
4. 4
   workup.WAITstanding for several hours
5. 5
   Filtrationthe reaction product was filtered off
6. 6
   SonstigeAfter recrystallization
7. 7
   workup.ADDITIONfrom a mixture of dimethylformamide and 1,2-dichloroethane 19.9 gm (66% of theory) of light-yellow 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-[1]benzothieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide
8. 8
   Sonstigewere obtained

Vorschrift

25.0 gm (0.0768 mol) of methyl 4-hydroxy-2-methyl-2H-[1]benzothieno-[2,3-e]-1,2-thiazine-3-carboxylate-1,1-dioxide and 10.0 gm (0.12 mol) of 2-thiazolamine were refluxed for 16 hours in 300 cc of anhydrous xylene in an atmosphere of nitrogen. The released methanol was removed by means of 4 A-molecular sieve filled in a Soxhlet apparatus. After cooling and standing for several hours, the reaction product was filtered off. After recrystallization from a mixture of dimethylformamide and 1,2-dichloroethane 19.9 gm (66% of theory) of light-yellow 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-[1]benzothieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide were obtained.

Quelle