HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Cyano-2-(2,4-Dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 1H-1,2,4-Triazole, 1-[[2-(2,4-dichlorophenyl)oxiranyl]methyl]- | HCID 10423229 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyano-2-(2,4-Dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-2-propanol | HCID 13390393 | 63.4% |
Reaction Steps
2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)oxirane (1.09 g) and sodium cyanide (0.6 g) in dimethylformamide (30 ml) were heated at 65°-70° C. for 1 hour. The reaction mixture was then cooled, poured into water (150 ml), and extracted with ethyl acetate (3×25 ml). The combined organic extracts were washed with saturated aqueous brine, dried (Na2SO4) and evaporated to dryness to give a pale yellow solid (0.76 g) which was triturated with ether. The residual solid was recrystallised from ether/methanol to give the title compound 285 mg (24%), m.p. 217°-219° C. Found: C,48.3; H,3.4; N,18.4. Calculated for C12H10Cl2N4O: C,48.5; H,3.4; N,18.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04483863 |
| Source dataset | uspto-grants-1984_11 |
| ORD ID | ord-b05572d668654bccac1b498313d69d10 |
| Source note | uspto-grants-1984_11 |