HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2',4'-Dichloro-biphenyl-4-carboxylic acid | HCID 10754279 | — |
| Reactant | N2-(2-Dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamine | HCID 55226563 | — |
| Product | 2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide | HCID 11511656 | 105.5% |
| Product | 2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide hydrochloride salt | HCID 69369806 | — |
Reaction Steps
The title compound is prepared by following Method C, using 2′,4′-dichloro-biphenyl-4-carboxylic acid (6.40 g, 23.97 mmol), (COCl)2 (7.0 mL, 79.9 mmol) and N*2*-(2-dimethylamino-ethyl)-N*2*-methyl-benzothiazole-2,6-diamine (4.0 g, 15.9 mmol) top afford 2′,4′-dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide (4.19 g, 54%). The material is dissolved in THF (100 mL), and followed by addition of 1.0 M HCl in EtOH (8.5 mL). The resulting solid is collected to give the 4.27 g (93%) of the hydrochloride salt. LC/MS, Retention time=5.17 min; (m/z): calcd for C25H24Cl2N4OS 499.5; found: 499.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-23c066355ed441f2908436d4da2fd9d3 |
| Source note | uspto-grants-2010_11 |