Formaldehyde → HCID 178422971, compound

HRID 543681Notes

Reaction equation

HRID 543681 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 soluttion 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-91c2f8310de046a1b4ad0204070c5b90
Source dataset
uspto-grants-1984_05
Patent number
US04447435

Reaction notes

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