HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → Methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | N-(1,3-benzodioxol-5-ylmethyl)-2-cyanoacetamide | HCID 4342112 | — |
| Reactant | Sulfur | HCID 5362487 | — |
| Reactant | Methyl 2-(carbonochloridoyl)benzoate | HCID 11159939 | — |
| Reactant | N-(benzo[1,3]dioxol-5-ylmethyl)-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide | HCID 11782481 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate | HCID 10907136 | — |
Reaction Steps
1.0 g of methoxycarbonylbenzoyl chloride ("A") is added to a solution of 1.5 g of N-(benzo[1,3]dioxol-5-ylmethyl)-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide [obtainable by reacting cyclohexanone with N-benzo[1,3]dioxol-5-ylmethyl-2-cyanoacetamide in the presence of sulphur) in 50 ml of dichloromethane and 2 ml of pyridine and stirring is carried out for 2 hours at room temperature. The solvent is removed and is worked up in the customary manner. 1.3 g of methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate, m.p. 165°, are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06143777 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-c6a02c14fc9f4efc94de6e2540a8c7c2 |
| Source note | uspto-grants-2000_11 |