Water → HCID 60046937, compound

HRID 1672352Notes

Reaction equation

HRID 1672352 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>C(O)(=O)C>[Cl:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([N+:13]([O-:15])=[O:14])=[C:2]2[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6115AnilineHCID 10681670Quinoline, 4,6-dichloro-3-nitro-

Product 1

HCID 60046937HCID 60046937, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.6 g (2.46 mmol) of 4,6-dichloro-3-nitro-quinoline (step c)) and 0.247 ml (2.71 mmol) of aniline in 4 ml of acetic acid are stirred at room temperature for 4 h (tlc-control). A precipitate is formed. The reaction mixture is poured into 150 ml of water. The solid is filtered off and washed with water and hexane. The filtrate is dissolved in ca. 50 ml of diethylether, filtered from insoluble material, and the solvent is evaporated. The residue (title compound, yellow crystals) is dried at 60° C. overnight. mp: 174-175° C.; ES-MS: m/e0=300.

Workup

  1. customA precipitate is formed
  2. filtrationThe solid is filtered off
  3. washwashed with water and hexane
  4. dissolutionThe filtrate is dissolved in ca. 50 ml of diethylether
  5. filtrationfiltered from insoluble material
  6. customthe solvent is evaporated
  7. dry with materialThe residue (title compound, yellow crystals) is dried at 60° C. overnight

Sources & evidence

ORD record
ord-52065cc8afe14fee9703b50145836a47
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

Loading…