HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dimethylaniline → 4-(2-[2-Trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dimethylaniline | HCID 7949 | — |
| Reactant | Calcium Carbonate | HCID 10112 | — |
| Reactant | Chlorosulfonic acid | HCID 24638 | — |
| Reactant | 2-(Trifluoromethyl)phenylacetyl chloride | HCID 13201823 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-[2-Trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chloride | HCID 19926639 | 47% |
Reaction Steps
4-(2-[2-Trifluoromethylphenyl]acetyl)-3,5-dimethylaniline (obtained as a solid, m.p. 168° C., by reacting 2-(2-trifluoromethylphenyl)acetyl chloride with 3,5-dimethylaniline in THF solution in the presence of calcium carbonate) was reacted with an excess of chlorosulfonic acid at 60° C. using an analogous procedure to that described in Organic Synthesis, Coll. Vol. I, at page 85, to give 4-(2-[2-trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chloride, as a solid in about 47% yield, which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05430060 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-85ad9ec4499944f1bf3eb4ccaa1d54e3 |
| Source note | uspto-grants-1995_07 |