4-Chlorobenzylamine → HCID 178507324, compound

HRID 2289892Notes

Reaction equation

HRID 2289892 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.[OH:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([N+:21]([O-])=O)=[CH:18][CH:19]=2)[N:14]=[CH:13][C:12]=1[C:24](OCC)=[O:25]>C(OCC)(=O)C>[NH2:21][C:17]1[CH:16]=[C:15]2[C:20]([C:11]([OH:10])=[C:12]([C:24]([NH:7][CH2:6][C:5]3[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:25])[CH:13]=[N:14]2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 660364-ChlorobenzylamineHCID 178469632HCID 178469632, compound

Product 1

HCID 178507324HCID 178507324, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
180 °C

Procedure

A suspension of 0.60 mL of 4-chlorobenzylamine and 0.200 g of ethyl 4-hydroxy-7-nitro-3-quinoline carboxylate is heated to 180° C. for 1 h. The reaction is cooled to room temperature. Ethyl acetate is added and the resulting solid is collected and washed with ethyl acetate to yield 0.071 g of the title compound as a tan solid.

Workup

  1. temperatureThe reaction is cooled to room temperature
  2. customthe resulting solid is collected
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-ffb7982f697745948a6b6a54f2808bd7
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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