HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4-Methyl-1,2-dithiolane-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 4-Methyl-1,2-dithiolane-4-carboxylic acid | HCID 20069311 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methyl-1,2-dithiolane-4-carboxamide | HCID 26370382 | 60% |
Reaction Steps
Alternatively, method (Ex. 5-b), 1.2 equivalents of isobutyl chloroformate are added, at 0° C., to a solution of 1 g of Compound 1 in THF with 1.2 equivalents of triethylamine. After 2 hours at room temperature, the reaction medium is added to a cooled solution of ammonia, either at 28% in water or at 2N in isopropanol. The medium is stirred at room temperature for the time required, and then concentrated under vacuum. The crude product is then taken up in toluene, to give Compound 2 after precipitation. Yield=60%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08617524B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f4d03334d3fa43a1bfda756d39852eb9 |
| Source note | uspto-grants-2013_12 |