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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729079Generated: October 30, 2026

Diethyl Ether → HCID 54326665, compound

https://huagongshe.com/reaction/1729079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl 4-(chlorocarbonyl)benzoateHCID 81850—
Reactant3-amino-N,N-dimethylbenzylamineHCID 99294—
SolventPicolinateHCID 6920223—
ProductHCID 54326665HCID 5432666573%

Reaction Steps

Equimolar amounts of 3 -(N,N-dimethylaminomethyl)aniline (XVI; R=H) (Stedman, E. J. Chem. Soc. 1927, 1902) and 4-(methoxycarbonyl) benzenecarbonyl chloride (XvII; Z=H) were reacted together in pyridineat 0 ° C., to give methyl 4-[3 -(N,N-dimethylaminomethyl)phenyl]carbamoylbenzene-carboxylate (IX; R=Z=H) (73%), mp (dilsopropyl ether) 108°-109 ° C. 1H NMR (CD3SOCD3) 10.42 (s, 1 H, CONH), 8.13 (s, 4 H, H-2',H-3'), 7.75 (s, 1H, H-2), 7.70 (d, J=8.2 Hz, 1 H, H-6), 7.30 (t, J=8.2 Hz, 1 H, H-3), 7.04 (d, J=8.2 Hz, 1 H, H-4), 3.97 (s, 3H, COOCH3), 3.40 (s, 2 H, CH2), 2.18 (s , 6 H, N (CH3)2).Anal.(C18H 20 N2O3) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05331004
Source datasetuspto-grants-1994_07
ORD IDord-8e3e13ebc9b6446db52a9780a97066d8
Source noteuspto-grants-1994_07