Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59237Generated: October 29, 2026

2-Chloro-6-fluorobenzoyl isocyanate → Tert-butyl 2-[(2-chloro-6-fluorobenzoyl)carbamoyl]-2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate

https://huagongshe.com/reaction/59237

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-6-fluorobenzoyl isocyanateHCID 13051731—
Reactanttert-Butyl 2-(4-(methoxycarbonyl)phenyl) hydrazinecarboxylateHCID 90065642—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-[(2-chloro-6-fluorobenzoyl)carbamoyl]-2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylateHCID 9006570285.4%

Reaction Steps

To a solution of tert-butyl 2-[4-(methoxycarbonyl)phenyl]hydrazinecarboxylate (Intermediate-7, 2.0 g, 7.54 mmol) in DCM (15 mL) was added 2-chloro-6-fluorobenzoyl isocyanate (Intermediate-8, 1.50 g, 7.54 mmol). The reaction mass was stirred at RT for 2 h. Excess of solvent was removed under vacuum to afford 3.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.42 (s, 9H), 3.83 (s, 3H), 7.24-7.46 (m, 5H), 7.94 (d, J=7.2 Hz, 2H), 9.91 (br s, 1H), 11.34-11.39 (br m, 1H); MS (m/z): 464.06 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-cc542ed1deb84a608698f9f6c246839e
Source noteuspto-grants-2016_09