Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 59497645 | HCID 59497645 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 59497706 | HCID 59497706 | 89.6% |
Reaction Steps
1-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-3-isopropenyl-1,3-dihydro-benzimidazol-2-one (0.53 g, 1.56 mmol) was treated with MeOH (5 mL) followed by water (5 mL). To this heterogeneous reaction mixture was added 37% hydrochloric acid (4 mL). This heterogeneous reaction mixture was heated to 80° C. for 30 min. A white solid was precipitated out. TLC indicated that reaction was complete (starting material Rf 0.8, product Rf 0.4, CH2Cl2:MeOH 95:5). The reaction mixture was diluted with CH2Cl2 (at this point a white precipitate was completely soluble in CH2Cl2) and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 0.44 g (89%) of the desired product as a white solid. This product was used for the next reaction without further purification. LCMS (ESMS): m/z 315.79 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09150556B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-d1158c65f33048819d5bbcc5c16ed633 |
|---|
| Source note | uspto-grants-2015_10 |
|---|