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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412769Generated: October 31, 2026

N-Methylaniline → HCID 10219937, compound

https://huagongshe.com/reaction/412769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylanilineHCID 7515—
Reactant4-ChlorobenzonitrileHCID 12163—
ReactantSodium t-butoxideHCID 23676156—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTolueneHCID 1140—
ProductHCID 10219937HCID 1021993798%

Reaction Steps

According to the general procedure B, 4-chlorobenzonitrile (74 mg, 0.50 mmol) reacted with N-methylaniline (64 mg, 0.60 mmol) using 1 mol % of Pd(dba)2, 2 mol % of Ph5FcP(t-Bu)2, and sodium tert-butoxide (58 mg, 0.60 mmol) in toluene at 45° C. to give the title compound (102 mg, 91%): 1H-NMR(400 MHz, CDCl3): δ 7.47-7.39 (m, 4H), 7.28 (t, 1H), 7.21 (d, 2H), 6.74 (d, 2H, J=9.0 Hz), 3.36 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ. GC/MS(EI): m/z 208 (M+), 192.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-922dfec5aa314580971dea7f383f5948
Source noteuspto-grants-2003_05