HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarbonyl chloride, 1-chloro- → 2-[p-(1-Chlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarbonyl chloride, 1-chloro- | HCID 10942508 | — |
| Reactant | 5-(4-Aminophenyl)-3,4-diazabicyclo[4.1.0]hept-4-en-2-one | HCID 20264844 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[p-(1-Chlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one | HCID 23458483 | 62.4% |
Reaction Steps
5.0 g (24.8 millimoles) of 2-(p-aminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one, 4.5 g (32.4 millimoles) of 1-chlorocyclopropanecarboxylic acid chloride and 100 ml of absolute tetrahydrofuran are kept at room temperature for 6 hours. The product is filtered off at 10° C., washed first with tetrahydrofuran and then with water, and recrystallized from methanol. 4.7 g (62% of theory) of 2-[p-(1-chlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are isolated as colorless crystals, of melting point 221°-222° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04271163 |
| Source dataset | uspto-grants-1981_06 |
| ORD ID | ord-726c4ad081414f01a2019d784664eacc |
| Source note | uspto-grants-1981_06 |