Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | HCID 15868589 | HCID 15868589 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15868590 | HCID 15868590 | 77% |
Reaction Steps
An ice-cooled solution of 460 g of 3-(2-ethylhexyloxycarbonyl)phenylsulfonyl chloride and 0.7 L of acetonitrile was added dropwise to 0.7 L of a 28% ammonia solution. The resultant mixture was stirred for 2 hours at room temperature. Thereafter, 0.7 L of water and 35 g of common salt were added thereto, followed by extraction with 1.0 L of ethyl acetate. The extract was washed with 0.5 L of diluted hydrochloric acid and 0.5 L of saturated brine and was then decolored with 20 g of active carbon. The active carbon was removed with Celite, and then the solvent was distilled off. 0.6 L of hexane was added and crystallized by cooling, and thus 338 g (1.08 mol, yield 77%) of 3-(2-ethylhexyloxycarbonyl)phenylsulfonamide was obtained m.p. 40° C. to 42° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05935757 |
|---|
| Source dataset | uspto-grants-1999_08 |
|---|
| ORD ID | ord-2019ee5018334c3982f198a43ed870c2 |
|---|
| Source note | uspto-grants-1999_08 |
|---|