HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → N1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylurea | HCID 21985556 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamide | HCID 21985596 | 28% |
Reaction Steps
A solution of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea (0.033 g, 0.10 mmol) in 1 mL anhydrous DMF was treated with triethylamine (0.028 mL, 0.20 mmol, 2.0 eq) at room temperature. It was stirred for about 5 min, followed by the addition of benzoyl chloride (0.014 mL, 0.12 mmol, 1.2 eq). It was stirred for about 2.5 hours, quenched with MeOH, filtered, concentrated, and purified by HPLC to give the desired compound 0.011 g (28%). LC/MS 396.7 (M+1); LC retention time 2.74 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091227B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-d4a430f6fb924fac95a71637b5597afc |
| Source note | uspto-grants-2006_08 |