Water → HCID 54076067, compound

HRID 1419879Notes

Reaction equation

HRID 1419879 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]([CH3:23])=[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+].[CH2:34](Cl)Cl>>[CH:26]([O:25][CH:10]([CH3:9])[CH3:11])([CH3:27])[CH3:34].[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[C:18]([CH3:24])=[CH:19][CH:20]=[CH:21][C:22]=1[CH3:23])=[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

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 23665760Sodium HypochloriteHCID 54067930HCID 54067930, compound

Product 2

HCID 7914Diisopropyl EtherHCID 54076067HCID 54076067, compoundYield 58%

Procedure

3-butyryl-4-(2,6-dimethylphenylamino)-8-(2-methylthioethoxy)quinoline (0.33 g, 0.81 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. Trituration with isopropyl ether gave 0.20 g (58%) of the title compound.

Workup

  1. dry with materialThe organic layer was dried over sodium sulfate
  2. customevaporated

Sources & evidence

ORD record
ord-1c2499aee2814847bd3d5d10cf93f0a7
Source dataset
uspto-grants-1999_03
Patent number
US05889021

Reaction notes

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