Hydrochloric Acid → HCID 22936545, compound

HRID 387756Notes

Reaction equation

HRID 387756 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])=[CH:18][CH:17]=1)#[N:2].[OH-:32].[Na+].Cl>CS(C)=O>[NH:25]([C:23]([NH:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([C:1]([NH2:2])=[O:32])[CH:4]=3)[N:9]=[CH:8][CH:7]=2)=[CH:21][CH:20]=1)=[O:24])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22936478HCID 22936478, compound

Product 1

HCID 22936545HCID 22936545, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The N-(4-(6-cyano-7-methoxy-4-quinolyl)oxyphenyl)-N′-phenylurea (100 mg) synthesized in Example 37 was dissolved in dimethylsulfoxide (3 ml) at 80° C., and then 5N aqueous sodium hydroxide was added and the mixture was heated and stirred for 2 hours. The reaction solution was neutralized with 1N hydrochloric acid, and the precipitated crystals were filtered out and washed with ethanol to obtain the title compound (60 mg).

Workup

  1. temperaturethe mixture was heated
  2. filtrationthe precipitated crystals were filtered out
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-fb359cf09d344acb93dbe81b84d31f12
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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