HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(3-(3-Morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamide → 3-(4-Aminophenyl)-5-(3-(3-morpholinopropyl)ureido)isothiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(3-(3-Morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamide | HCID 71623030 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(4-Aminophenyl)-5-(3-(3-morpholinopropyl)ureido)isothiazole-4-carboxamide | HCID 71621317 | 46.5% |
Reaction Steps
A mixture of 5-(3-(3-morpholinopropyl)ureido)-3-(4-nitrophenyl)isothiazole-4-carboxamide (110 mg, 0.25 mmol) and platinum oxide (25 mg, 0.11 mmol) in 15 mL MeOH was hydrogenated under 60 PSI hydrogen. After 16.5 hours, the mixture was filtered and rotary evaporated to an off-white solid. Then an additional 16 mg of impure product from another reaction was combined and this material chromatographed eluting with gradient 5% to 15% MeOH in CHCl3 to give the title compound as an off-white solid (47 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969583B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-0937739898c14f4c9bcb02d9eb014ce0 |
| Source note | uspto-grants-2015_03 |