Water → HCID 54396591, compound

HRID 743125Notes

Reaction equation

HRID 743125 reaction equation
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:24])=[CH:13][CH:12]=[CH:11][C:10]=2[O:25][CH2:26][CH2:27][S:28][CH3:29])(=[O:5])[CH2:2][CH2:3][CH3:4].[OH2:30].Cl[O-].[Na+]>C(Cl)Cl>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:24])=[CH:13][CH:12]=[CH:11][C:10]=2[O:25][CH2:26][CH2:27][S:28]([CH3:29])=[O:30])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 23665760Sodium HypochloriteHCID 54270912HCID 54270912, compound

Product 1

HCID 54396591HCID 54396591, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-butyryl-4-(2-methyl,6-chlorophenylamino )-8-(2-methylthioethoxy)quinoline (0.35 g, 0.82 mmol) was dissolved in methylene chloride (4 ml). Water (2 ml) and sodium hypochlorite (5% in water) (1.7 ml) were added and the mixture was stirred for 3 h. The organic layer was dried over sodium sulfate and evaporated. The residue crystallized from ethyl acetate and 0.10 g (27%) of the title compound was obtained.

Workup

  1. dry with materialThe organic layer was dried over sodium sulfate
  2. customevaporated
  3. customThe residue crystallized from ethyl acetate

Sources & evidence

ORD record
ord-7779bef3b07c40888cf4cbdc2c9c34ee
Source dataset
uspto-grants-1996_09
Patent number
US05556863

Reaction notes

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