HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-(Benzo[d]thiazol-2-yl)-1-(3,3-diphenylpropyl)-1-isopropylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzo(d)thiazol-2-amine | HCID 8706 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | N-isopropyl-3,3-diphenylpropan-1-amine | HCID 20540373 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Benzo[d]thiazol-2-yl)-1-(3,3-diphenylpropyl)-1-isopropylurea | HCID 25134314 | 65.8% |
Reaction Steps
To a solution of CDI (0.146 g, 0.900 mmol) and DMAP (small catalytic amount) in DCM (1.3 mL) at room temperature was added benzo[d]thiazol-2-amine 3 (0.101 g, 0.672 mmol). The reaction mixture was stirred at room temperature for 1 d and N-isopropyl-3,3-diphenylpropan-1-amine 2 (0.213 g, 0.841 mmol) and DMF (0.5 mL) were added. The reaction mixture was stirred at room temperature for 3 d. Direct purification by flash column chromatography on silica gel (eluted with 50% to 100% DCM in hexanes) gave 3-(benzo[d]thiazol-2-yl)-1-(3,3-diphenylpropyl)-1-isopropylurea 4 (0.190 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324396B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-10151e58573241459178486c078e1088 |
| Source note | uspto-grants-2012_12 |