HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3,3-Bis(methylthio)-2-cyanoacrylate → ethyl 5-amino-1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-3-(methylthio)-1H-pyrazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3,3-Bis(methylthio)-2-cyanoacrylate | HCID 2747745 | — |
| Reactant | 4-Hydrazino-5,6-diphenyl-2-(trifluoromethyl)pyrimidine | HCID 10019508 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | ethyl 5-amino-1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-3-(methylthio)-1H-pyrazole-4-carboxylate | HCID 24962323 | — |
Reaction Steps
Ethyl 2-cyano-3,3-bis(methylthio)acrylate (0.3 g, 1.36 mmol) was heated with 4-hydrazino-5,6-diphenyl-2-(trifluoromethyl)pyrimidine (0.15 g, 0.45 mmol) in methanol (6 ml) overnight at 60-65° C. The solid that separated out from the reaction mixture was filtered and washed with isopropylalcohol (5 ml), to furnish the required compound. 1H-NMR (DMSO-d6) δ: 1.22-1.25 (t, 3H), 3.16 (s, 3H), 4.11-4.17 (q, 2H), 4.36 (br, 2H, D2O exchangeable), 7.12 (d, 2H), 7.25-7.35 (m, 7H), 7.69 (d, 1H); MS m/z: 500.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828999B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-56db3586ff254b6b960a2b247ae3dc9f |
| Source note | uspto-grants-2014_09 |