Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958811Generated: November 4, 2026

Hydrazine → 3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid hydrazide

https://huagongshe.com/reaction/1958811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBOPHCID 2724699—
Reactant3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acidHCID 66932324—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-[(Ethyl-methyl-amino)-methyl]-5-methyl-benzoic acid hydrazideHCID 66932358278.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410151B2
Source datasetuspto-grants-2013_04
ORD IDord-948ab302db3a474d846af67cabf06095
Source noteuspto-grants-2013_04