HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-methyl-3-(sulfinylamino)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Amino-2-methylbenzoic acid methyl ester | HCID 3801025 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Methyl 2-methyl-3-(sulfinylamino)benzoate | HCID 12255793 | 90% |
Reaction Steps
To a solution of thionyl chloride (6.63 mL, 91.0 mmol) in benzene (60 mL) was added a solution of methyl 3-amino-2-methylbenzoate (13.1 g, 91.0 mmol) in benzene (31 mL) at room temperature, and the mixture was heated under reflux for 18 hr. Water was added, and the mixture was extracted with dichloromethane, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (17.3 g, yield 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110585B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-b80e2f519fb549e9a453cf86a820398f |
| Source note | uspto-grants-2012_02 |