HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 4-(Octyloxy)-3-(trifluoromethyl)benzohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Reactant | 4-Octyloxy-3-trifluoromethylbenzoic acid | HCID 53349255 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(Octyloxy)-3-(trifluoromethyl)benzohydrazide | HCID 53349360 | 105.5% |
Reaction Steps
4-(Octyloxy)-3-(trifluoromethyl)benzoic acid (D5) (600 mg, 1 equiv) was stirred with HATU (859 mg, 1.2 equiv) and DIEA (1.63 mL, 5 equiv) in CH2Cl2-DMF (10 mL, 4:1, 3 equivalents) followed by addition of hydrazine (282 μL, 3 equiv). The reaction mixture was then diluted with ethyl acetate and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated in vacuo to afford the title compound (661 mg). MS (ESI): 333.08 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759370B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-e39af83c99b1470cb556c3072d4998b9 |
| Source note | uspto-grants-2010_07 |