Sulfuric Acid → HCID 18799862, compound

HRID 1637744Notes

Reaction equation

HRID 1637744 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][OH:10])[CH:4]=1)#[N:2].N1(CC2C=CN=CC=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].OS(O)(=O)=O>O.CO>[OH:10][CH2:9][C:5]1[CH:4]=[C:3]([CH2:1][N:2]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:8]=[CH:7][N:6]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 62648Ammonium PersulfateHCID 12291568HCID 12291568, compoundHCID 132925992-(Hydroxymethyl)pyridine-4-carbonitrile

Product 1

HCID 18799862HCID 18799862, compoundYield 21%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In a manner similar to the procedure described for the preparation of 4-cyano-2-hydroxymethylpyridine, 4-(4-morpholinyl)methylpyridine (9.15 g, 51.40 mmol), ammonium persulfate (23.44 g, 102.81 mmol, 2.0 equiv.), methanol (92 ml), water (46 ml) and concentrated H2SO4 (11.59 g, 118.2 mmol, 2.3 equiv.) provided 2.29 g (21%) of 2-hydroxymethyl-4-(4-morpholinyl)methylpyridine.

Sources & evidence

ORD record
ord-f1def804173e4fc1bf7d6479b8baf36a
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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