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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174604Generated: October 29, 2026

5-Chloro-2,4-dimethoxyaniline → trans-N-(5-Chloro-2,4-dimethoxyphenyl)-2,2-dimethyl-3-phenylcyclopropanecarboxamide

https://huagongshe.com/reaction/2174604

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2,4-dimethoxyanilineHCID 66807—
Reactant(1S,3S)-2,2-dimethyl-3-phenylcyclopropane-1-carboxylic acidHCID 68582304—
Producttrans-N-(5-Chloro-2,4-dimethoxyphenyl)-2,2-dimethyl-3-phenylcyclopropanecarboxamideHCID 8670973766%

Reaction Steps

2,2-Dimethyl-trans-3-phenylcyclopropanecarboxylic acid (500 mg, 2.63 mmol) and 5-chloro-2,4-dimethoxyaniline (493 mg, 2.63 mmol) were reacted as described under General Procedure D to furnish the title compound (620 mg, 66%) as a beige solid. 1H NMR (300 MHz, CDCl3) δ 8.49 (s, 1H), 7.78 (s, 1H), 7.30-7.19 (m, 5H), 6.53 (s, 1H), 3.94 (s, 3H), 3.89 (s, 3H), 2.83 (d, J=5.7 Hz, 1H), 1.86 (d, J=5.7 Hz, 1H), 1.42 (s, 3H), 0.97 (s, 3H). mp 160-162° C. ESIMS m/z [M+H]+ 360.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062013B2
Source datasetuspto-grants-2015_06
ORD IDord-0ffd546820ba4e48b15e9d7fb0677669
Source noteuspto-grants-2015_06