HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 5-(4-Chloro-phenyl)-isoxazole-3-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-(4-Chlorophenyl)isoxazole-3-carboxylic acid | HCID 1133644 | — |
| Reactant | N2-Isopropyl-N2-methyl-benzothiazole-2,6-diamine | HCID 57771707 | — |
| Product | 5-(4-Chloro-phenyl)-isoxazole-3-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amide | HCID 57771715 | 36.2% |
Reaction Steps
Prepare according to Method C (Example 9), using 5-(4-chlorophenyl)isoxazole-3-carboxylic acid (39 mg, 0.174 mmol), oxalyl chloride (300 μL, 3.44 mmol), and N2-isopropyl-N2-methyl-benzothiazole-2,6-diamine (33 mg, 0.149 mmol) to afford the title compound (23 mg, 36%). mass spectrum (m/e): 427.0 [M+H]. 1H NMR (400 MHz, DMSO-d6) δ 10.76 (s, 1H), 8.24 (d, 1H, J=2.2 Hz), 8.01 (d, 2H, J=8.8 Hz), 7.66 (d, 2H, J=8.4 Hz), 7.60 (dd, 1H, J=8.8, 2.2 Hz), 7.54 (s, 1H), 7.41 (d, 1H, J=8.4 Hz), 4.34 (m, 1H), 2.98 (s, 3H), 1.23 (d, 6H, J=6.6 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-142475d182324d42a235841be06cd384 |
| Source note | uspto-grants-2010_11 |