6-Aminoquinoline → HCID 178518312, compound

HRID 2236588Notes

Reaction equation

HRID 2236588 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15].[N:16]1[C:25]2[C:20](=[CH:21][C:22]([NH2:26])=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[N:16]1[C:25]2[C:20](=[CH:21][C:22]([NH:26]/[CH:3]=[C:4]3\[C:5](=[O:15])[NH:6][C:7](=[O:14])[C:8]4[C:13]\3=[CH:12][CH:11]=[CH:10][CH:9]=4)=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 113736-AminoquinolineHCID 686923374-Methoxymethylene-4H-isoquinoline-1,3-dione

Product 1

HCID 178518312HCID 178518312, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 4-methoxymethylene-4H-isoquinoline-1,3-dione (101.5 mg, 0.5 mmol), quinolin-6-ylamine (72.2 mg, 0.5 mmol) in 1 mL of N,N-dimethylformamide is heated at 110° C. for 1 h. After cooling in the refrigerator, the precipitate is collected, and washed with ether to give 130 mg (82%) of greenish yellow solid mp 277-278° C.; MS (ESI) m/z 316.10 (M+1); Analysis for C19H13N3O2: Calcd: C, 72.37; H, 4.16; N, 13.33. Found: C, 71.86; H, 4.02; N, 13.25.

Workup

  1. temperatureAfter cooling in the refrigerator
  2. customthe precipitate is collected
  3. washwashed with ether

Sources & evidence

ORD record
ord-1bab9a95f88a48c99e98bbcabba3da6a
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…