HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid hydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid | HCID 66932324 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid hydrazide | HCID 66932358 | 278.1% |
Reaction Steps
To a solution of 3-[(ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid (215 mg, 1.04 mmol) in THF (5 mL), PyBOP (541 mg, 1.04 mmol) followed by DIPEA (269 mg, 2.08 mmol) is added. The mixture is stirred until all solid material has dissolved and is then transferred into a 1M solution of hydrazine in THF (8.3 mL; 266 mg, 8.33 mmol). The resulting suspension is stirred at rt for 1 h before it is diluted with EA and washed with water. The org. extract is concentrated and dried to give the crude title compound as a white solid (640 mg). LC-MS: tR=0.35 min, [M+1]+=222.05.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410151B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-948ab302db3a474d846af67cabf06095 |
| Source note | uspto-grants-2013_04 |