HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Methyl chloroacetate | HCID 7295 | — |
| Reactant | 2-methyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide | HCID 27290 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide | HCID 54676532 | — |
Reaction Steps
To a solution of 9.86 g. (50 mmoles) of N-methylsaccharin and 10.8 ml. of methyl chloroacetate (123.8 mmoles) in 50 ml. of dimethylsulfoxide was added at the rate of 0.15 ml./minute 9.2 g. (170 mmoles) of sodium methoxide in 30 ml. of methanol. After the addition was complete an additional 2.7 g. (50 mmoles) of sodium methoxide in 11 ml. of methanol was added at the same rate for a total addition time of about 6 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04483982 |
| Source dataset | uspto-grants-1984_11 |
| ORD ID | ord-c84fd137d68d4e9681e8835999c5a9ad |
| Source note | uspto-grants-1984_11 |