Formaldehyde → HCID 178503657, compound

HRID 543701Notes

Reaction equation

HRID 543701 reaction equation
OC1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH2:12]=[O:13].[CH3:14][SH:15].[CH2:16](N(CC)CC)C>C(O)(C)C>[OH:13][C:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[CH2:14][S:15][CH3:16]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 878MethanethiolHCID 8471TriethylamineHCID 178516385quinolin-4-ol

Product 1

HCID 178503657HCID 178503657, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a similar way to that described in Example 18, 4-hydroxyquinoline was reacted with 40% aqueous formaldehyde and methanethiol in the presence of triethylamine to give the novel 4-hydroxy-3-methylthiomethylquinoline, m.p. 196°-197° (from isopropanol).

Sources & evidence

ORD record
ord-318ecdef19124892a8d2be5a41371b24
Source dataset
uspto-grants-1984_05
Patent number
US04447435

Reaction notes

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