Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484447Generated: October 30, 2026

trans-2-Carboxy-5,7-dichloro-4(4-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochloride → Trans-2-methoxycarbonyl-5,7-dichloro-4-(4-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochloride

https://huagongshe.com/reaction/484447

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-2-Carboxy-5,7-dichloro-4(4-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochlorideHCID 67690562—
ReactantTrans-2-carboxy-5,7-dichloro-4-(3-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochlorideHCID 67690807—
SolventDimethyl SulfoxideHCID 679—
ProductTrans-2-methoxycarbonyl-5,7-dichloro-4-(4-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochlorideHCID 67691609—

Reaction Steps

This compound was prepared by the method given for Example 82 using trans-2-carboxy-5,7-dichloro-4(4-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochloride, Example 83, in place of trans-2-carboxy-5,7-dichloro-4(3-aminomethylphenyl)carbonylamino-1,2,3,4-tetrahydroquinoline hydrochloride to give the title compound as a colourless crystalline solid m.p. 238°-240° C. δ (DMSO, 360 MHz), 1.80 (1H, ddd, J=13.0, 12.5 and 4.1 Hz, CHACHBHCCHD), 2.26 (1H, dm, J=13.0 Hz, CHACHBHCCHD), 3.71 (3H, s, CH3), 4.07 (3H, m, CHACHBHCCHD and CH2NH2), 5.26 (1H, m, CHACHBHCCHD), 6.68 (1H, d, J=2.0 Hz, 6-H or 8-H), 6.91 (1H, d, J=2.0 Hz, 6-H or 8-H), 6.95 (1H, s, NH), 7.53 (2H, d, J=8.2 Hz, Ar-H), 7.91 (2H, d, J=8.2 Hz, Ar-H), 8.38 (2H, br s, NH2), 8.73 (1H, d, J=7.2 Hz, NHCO); m/e (CI+ , NH3), 408 (M+1), 15 (100%; Found C, 48.87; H, 4.37; N, 8.95; C19H19Cl2N3O3.1.6 HCl requires C, 48.91; H, 4.45; N, 9.10%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05231102
Source datasetuspto-grants-1993_07
ORD IDord-f8dfb981fb7a4cbc8b19bf03bb625f34
Source noteuspto-grants-1993_07