HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dansyl chloride | HCID 11801 | — |
| Reactant | Methyl 2-(piperazin-1-yl)thiazole-5-carboxylate | HCID 22831866 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Dimethylamino-naphthalene-1-sulfonyl)-piperazin-1-yl-thiazole-5-carboxylic acid methyl ester | HCID 69199723 | 57.5% |
Reaction Steps
To a solution of compound 11 (200 mg, 0.886 mmol) in dichloromethane (7.5 mL) were added 5-dimethylamino-naphthalene-1-sulfonyl chloride (356 mg, 1.320 mmol) and triethylamine (220 mg, 2.169 mmol) under N2 atmosphere. The reaction mixture was stirred at room temperature for 4 h. Water (10 mL) followed by dichloromethane (10 mL) were added to the reaction mixture and the organic layer was separated, dried on sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel to give the compound 12k as a solid (233 mg, 57.50%). HPLC: 99.04% (Rt=12.33 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345043B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-57c60e8e0d7e41729601ec3fe0b50540 |
| Source note | uspto-grants-2008_03 |