Formaldehyde → HCID 178504870, compound

HRID 543703Notes

Reaction equation

HRID 543703 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH3:12][S:13]([O-:15])=[O:14].[Na+].[CH2:17]=O>O>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[CH2:12][S:13]([CH3:17])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 712Formaldehyde2×HCID 2733271Sodium methanesulfinateHCID 178516385quinolin-4-ol

Product 1

HCID 178504870HCID 178504870, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-hydroxyquinoline (2.9 g.), sodium methanesulphinate (8.16 g.), 40% aqueous formaldehyde (4.5 ml.) and water (70 ml.) was stirred at 95°-100° for 24 hours. More formaldehyde solution (5 ml.) was added and the mixture stirred at 95°-100° for a further 24 hours. The mixture was cooled and filtered to give the novel 4-hydroxy-3-methylsulphonylmethylquinoline, m.p. 280°-282° (from industrial methylated spirit:water).

Workup

  1. stirringthe mixture stirred at 95°-100° for a further 24 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2154973155564f8eaa630603124d1411
Source dataset
uspto-grants-1984_05
Patent number
US04447435

Reaction notes

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