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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204111Generated: October 31, 2026

Methylhydrazine → N-ethyl(tert-butoxy)carbohydrazide

https://huagongshe.com/reaction/2204111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylhydrazineHCID 6061—
ReactantTert-butyl (1,3-dioxoisoindolin-2-yl)(ethyl)carbamateHCID 58180562—
SolventTetrahydrofuranHCID 8028—
ProductN-ethyl(tert-butoxy)carbohydrazideHCID 5751743274%

Reaction Steps

tert-Butyl 1,3-dioxoisoindolin-2-yl(ethyl)-carbamate (790 mg, 2.7 mmol) in THF (16 mL) was cooled to 0° C. and methylhydrazine (250 μL, 4.8 mmol) was added. The reaction mixture was warmed to room temperature and was stirred until all starting material was consumed. The mixture was filtered through a pad of Celite and the solvent was evaporated. The residue was purified by column chromatography (0-10% methanol in dichloromethane) to afford tert-butyl 1-ethylhydrazinecarboxylate (320 mg, 74%). Retention time: 1.13 minutes (3 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365588B2
Source datasetuspto-grants-2016_06
ORD IDord-5a88b5bf35e243428ea5321f41c79819
Source noteuspto-grants-2016_06