HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 18376488, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Chloroethylamine | HCID 13369 | — |
| Reactant | HCID 11110750 | HCID 11110750 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 18376488 | HCID 18376488 | 85% |
Reaction Steps
Ethyl chloroformate (375mg) was added dropwise to a tetrahydrofuran (20ml)-N,N-dimethylformamide (10 ml) solution of 4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolebutanoic acid (1.00 g) and triethylamine at −30° C. After stirring for 30 minutes, the reaction mixture was added to the solution of 2-chloroethylamine (1.45g) and N,N-dimethylformamide (20ml) at QOC. The resulting mixture was stirred for 1 hour at room temperature. Water was poured into the reaction mixture to give N-(2-chloroethyl)-4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolebutyramide (1.00 g, 85%). This was recrystallized from ethyl acetate-hexane to give colorless needles. mp 131-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06177452B1 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-84315bd747fa47f2bf6cb79dc297e7f9 |
| Source note | uspto-grants-2001_01 |