HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,4-Dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic Acid-1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-methyl-2,3-dihydro-4H-1,2-benzothiazin-4-one 1,1-dioxide | HCID 7601754 | — |
| Reactant | HCID 178526095 | HCID 178526095 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,4-Dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic Acid-1,1-dioxide | HCID 13051249 | 94.2% |
Reaction Steps
To 6.34 g (0.03 mole) 3,4-dihydro-2-methyl-4-oxo-1,2-benzothiazine 1,1-dioxide, 19.5 g (0.15 mole) methylmagnesiumcarbonate in 150 ml N,N-dimethyl formamide were added. The mixture was stirred at 140°-150° C. for 2 hours. The resulting solution was poured quickly into a mixture of 200 ml conc-hydrochloric acid, 200 g ice chips and 500 ml diethyl ether. After stirring the mixture for 10 minutes, the diethylether layer was separated and the separated diethyl ether solution was evaporated in vacuo. The precipitated pale yellow crystals were filtered and recrystallized in dilute methanol solution to obtain 7.21 g of the title compound as white crystals. Yield: 94%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04683306 |
| Source dataset | uspto-grants-1987_07 |
| ORD ID | ord-bebfab3267b043beb133eb149e204ab8 |
| Source note | uspto-grants-1987_07 |