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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59293Generated: October 28, 2026

Tert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate → Tert-butyl 2-((2-chloro-5-((2,2,2-trifluoroacetamido) methyl)benzoyl)carbamoyl)-2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate

https://huagongshe.com/reaction/59293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylateHCID 90018942—
Reactant2-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanateHCID 90019286—
SolventDichloromethaneHCID 6344—
ProductTert-butyl 2-((2-chloro-5-((2,2,2-trifluoroacetamido) methyl)benzoyl)carbamoyl)-2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylateHCID 9001968874.2%

Reaction Steps

The title compound was prepared according to the procedure described in step-1 of Intermediate-9 by using 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate (step-3 of Intermediate-26, 1.400 g, 4.57 mmol), tert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate (step-3 of Intermediate-32, 1.30 g, 4.57 mmol) and DCM 30 mL) to afford 2.0 g of the desired product. 1H NMR (300 MHz, DMSO d6): 1.33-1.46 (m, 9H), 3.87 (s, 3H), 4.40 (s, 2H), 7.06 (d, J=8.4 Hz, 1H), 7.32-7.36 (m, 3H), 7.45-7.52 (m, 1H), 7.96 (d, J=8.7 Hz, 1H), 9.92 (s, 1H), 10.07 (br s, 1H), 11.13 (br s, 1H); MS (m/z): 589.69 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-de2bcc4fcc374c509b20f1b6e88c75a3
Source noteuspto-grants-2016_09