HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2-Amino-1,3-benzothiazol-6-yl) 4-[(2-hydroxy-2-methylpropyl)amino]benzenesulfonate;2,2,2-trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-(2-Hydroxy-2-methylpropylamino)benzenesulfonic acid 2-tert-butoxycarbonylaminobenzothiazol-6-yl ester | HCID 57980862 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Amino-1,3-benzothiazol-6-yl) 4-[(2-hydroxy-2-methylpropyl)amino]benzenesulfonate;2,2,2-trifluoroacetic acid | HCID 86612154 | 96% |
Reaction Steps
A solution of 4-(2-hydroxy-2-methylpropylamino)benzenesulfonic acid 2-tert-butoxycarbonylaminobenzothiazol-6-yl ester (intermediate 81) (170 mg, 0.344 mmol) and trifluoroacetic acid (14.9 g, 130.7 mmol) in 10 ml of dichloromethane and 100 μl of water is stirred for 2 hours at room temperature. The reaction medium is evaporated to dryness, taken up in ethyl acetate and washed with water, and then with saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated to dryness to give 130 mg of 4-(2-hydroxy-2-methylpropylamino)benzenesulfonic acid 2-aminobenzothiazol-6-yl ester; compound with trifluoroacetic acid in a yield of 96%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632952B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-956bc62633a94c44b76272b7e5d65f00 |
| Source note | uspto-grants-2009_12 |