HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942383Generated: November 2, 2026
Diisopropylethylamine → N-(4-(4,5,6,7-tetrahydrobenzothiazol-6-ylamino)butyl)benzothiazole-2-carboxamide
https://huagongshe.com/reaction/1942383
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (Cyanomethyl)trimethylphosphanium iodide | HCID 10514344 | — |
| Reactant | 4,5,6,7-Tetrahydrobenzo[d]thiazol-6-amine | HCID 45121902 | — |
| Reactant | N-(4-hydroxybutyl)benzothiazole-2-carboxamide | HCID 66937473 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | N-(4-(4,5,6,7-tetrahydrobenzothiazol-6-ylamino)butyl)benzothiazole-2-carboxamide | HCID 66937369 | — |
Reaction Steps
To a solution of 339 mg (1.4 mmol) N-(4-hydroxybutyl)benzothiazole-2-carboxamide, 198 mg (1.2 mmol) 4,5,6,7-tetrahydro-benzothiazol-6-yl-amine and 210 mg (1.6 mmol) DIPEA in 6 mL of propionitrile is added 0.39 g (1.6 mmol) cyanomethyltrimethylphosphonium iodide under argon. The mixture is heated for 2 hours at 90° C. After cooling down to room temperature 10 mL of saturated NaHCO3 solution and 20 mL of CH2Cl2 are added. The organic phase is extracted with 10 mL of water three times. After drying and removing of the solvent in vacuum the brown oil received is purified via silica gel chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389555B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-d42f12f0e1f4473689863671b910d587 |
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| Source note | uspto-grants-2013_03 |
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