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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59255Generated: October 29, 2026

Tert-butyl 2-(4-cyanophenyl)hydrazinecarboxylate → Tert-butyl 2-((2-chloro-6-fluorobenzoyl)carbamoyl)-2-(4-cyanophenyl)hydrazinecarboxylate

https://huagongshe.com/reaction/59255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 2-(4-cyanophenyl)hydrazinecarboxylateHCID 11207040—
Reactant2-Chloro-6-fluorobenzoyl isocyanateHCID 13051731—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-((2-chloro-6-fluorobenzoyl)carbamoyl)-2-(4-cyanophenyl)hydrazinecarboxylateHCID 9001959992,414.5%

Reaction Steps

To a solution of tert-butyl 2-(4-cyanophenyl)hydrazinecarboxylate (2.5 g, 0.01 mmol) in DCM (15 mL) was added 2-chloro-6-fluorobenzoyl isocyanate (Intermediate-8, 2.56 g, 0.012 mmol). The reaction mass was stirred at RT for 2 h. Excess of solvent was removed under vacuum to afford 4.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.42 (s, 9H), 7.25-7.38 (m, 2H), 7.47-7.60 (m, 3H), 7.82-7.85 (m, 2H), 9.96 (br s, 1H), 11.43 (br s, 1H); MS (m/z): 431.02 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-757b477a9a2c4ff4a9b727c4bcd756cf
Source noteuspto-grants-2016_09