4-Chlorobenzylamine → HCID 178522926, compound

HRID 1068023Notes

Reaction equation

HRID 1068023 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([I:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15]CC)=O.[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1>C(OCC)(=O)C>[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH:24][C:13]([C:3]2[CH:4]=[N:5][C:6]3[C:11]([C:2]=2[OH:1])=[CH:10][CH:9]=[CH:8][C:7]=3[I:12])=[O:15])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 660364-ChlorobenzylamineHCID 178469653HCID 178469653, compound

Product 1

HCID 178522926HCID 178522926, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A portion of the resulting ethyl 4-hydroxy-8-iodo-3-quinolinecarboxylate (4.01 g) and 4-chlorobenzylamine (20.00 mL) are heated at 180° C. for 1.5 h. The reaction is cooled to room temperature. Ethyl acetate is added, followed by hexanes, and the solid is filtered, washed with hexanes, and dried to give N-(4-chlorobenzyl)-4-hydroxy-8-iodo-3-quinolinecarboxamide (3.98 g).

Workup

  1. filtrationthe solid is filtered
  2. washwashed with hexanes
  3. customdried

Sources & evidence

ORD record
ord-4518566675c54084b745320c633338e4
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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