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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44222Generated: October 30, 2026

Acetyl chloride → Methyl 4-(hydrazinecarbonyl)benzoate

https://huagongshe.com/reaction/44222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTert-butyl 2-(4-(methoxycarbonyl)benzoyl)hydrazine carboxylateHCID 12571327—
SolventMethanolHCID 887—
ProductMethyl 4-(hydrazinecarbonyl)benzoateHCID 59600496%

Reaction Steps

Acetyl chloride (11.8 g, 150 mmol) was added at 0° C. to methanol (200 mL) followed by the tert-butyl 2-(4-(methoxycarbonyl)benzoyl)hydrazine carboxylate (12.7 g, 43 mmol) (added as a solid). The reaction mixture was stirred at room temperature for 20 hours. The volatiles were removed in vacuo, affording methyl 4-(hydrazinecarbonyl)benzoate (8 g, 96%). The product was used without further purification. LCMS [M+H]: 195.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541407B2
Source datasetuspto-grants-2013_09
ORD IDord-5ae9928ffe14410e9d67a08438ed8115
Source noteuspto-grants-2013_09