HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → Benzyl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | 3-{[(5-Chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}benzoic acid | HCID 56941306 | — |
| Product | Benzyl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate | HCID 66800024 | 68% |
Reaction Steps
The product was prepared from 3-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}benzoic acid (21 mg, 0.055 mmol) (Intermediate 19) and benzyl alcohol (10.8 mg, 0.100 mmol) according to the General Procedure 7, described in Example 107, using a slightly modified reaction time (2 days). The title compound was obtained in 68% yield (17.6 mg). 1H NMR (500 MHz, CDCl3) δ ppm 2.44 (s, 3 H) 5.31 (s, 2 H) 6.96 (s, 1 H) 7.33-7.40 (m, 5 H) 7.36 (dd, J=8.05, 7.70 Hz, 1 H) 7.43 (ddd, J=8.05, 2.36, 1.20 Hz, 1 H) 7.43 (dd, J=8.63, 2.06 Hz, 1 H) 7.68 (dd, J=8.63, 0.58 Hz, 1 H) 7.69 (dd, J=2.06, 0.58 Hz, 1 H) 7.74 (dd, J=2.36, 1.58 Hz, 1 H) 7.86 (ddd, J=7.70, 1.58, 1.20 Hz, 1 H). MS (ESI+) m/z 472 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233946B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-18733eb3ef6a43e09b45876e0f79166e |
| Source note | uspto-grants-2016_01 |