HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dichlorocyclopropanecarbonyl chloride → 2-[p-(2,2-Dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dichlorocyclopropanecarbonyl chloride | HCID 12935830 | — |
| Reactant | 5-(4-Aminophenyl)-3,4-diazabicyclo[4.1.0]hept-4-en-2-one | HCID 20264844 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[p-(2,2-Dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one | HCID 23458493 | 49% |
Reaction Steps
5.0 g (24.8 millimoles) of 2-(p-aminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one, 5.2 g (30.0 millimoles) of 2,2-dichlorocyclopropanecarboxylic acid chloride and 100 ml of absolute tetrahydrofuran are refluxed for 6 hours. The product is filtered off at 10° C., washed with water and recrystallized from a dimethylformamide/water mixture. 4.1 g (49% of theory) of 2-[p-(2,2-dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are obtained as colorless crystals, of melting point 264°-265° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04271163 |
| Source dataset | uspto-grants-1981_06 |
| ORD ID | ord-7ded58639ca44fcaa403defe1ed2c060 |
| Source note | uspto-grants-1981_06 |