Formaldehyde → HCID 178422971, compound

HRID 325633Notes

Reaction equation

HRID 325633 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:12])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.C=O.[CH3:15][S:16]([O-:18])=[O:17].[Na+].[CH2:20](N(CC)CC)C>O>[OH:12][C:6]1[C:5]2[C:10](=[CH:11][C:2]([CH3:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][C:7]=1[CH2:15][S:16]([CH3:20])(=[O:18])=[O:17]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 8471TriethylamineHCID 2733271Sodium methanesulfinateHCID 178422955HCID 178422955, compound

Product 1

HCID 178422971HCID 178422971, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 7-methyl-4-hydroxyquinoline (2.63 g.) in water (55 ml.) were added aqueous formaldehyde (37%, 3.5 ml.), sodium methanesulphinate (6.39 g.) and triethylamine (4 ml.). The mixture was heated with stirring on the steam bath for 60 hours, cooled to room temperature, and filtered. The solid residue was washed with water and dried to give the novel compound 4-hydroxy-7-methyl-3-methylsulphonylmethylquinoline, m.p. 285°-290°.

Workup

  1. temperatureThe mixture was heated
  2. filtrationfiltered
  3. washThe solid residue was washed with water
  4. customdried

Sources & evidence

ORD record
ord-63bcf5e91c8b491986fa14adfacc182c
Source dataset
uspto-grants-1984_04
Patent number
US04442109

Reaction notes

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