Toluene → HCID 67749071, compound

HRID 362218Notes

Reaction equation

HRID 362218 reaction equation
[CH3:1][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:3].[C:13]1(C)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(NC)C1C=CC=CC=1>[CH2:3]([N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:1])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

Product 1

HCID 67749071HCID 67749071, compound

Reagents, catalysts & solvents 1

HCID 7669N-MethylbenzylamineSolvent

Procedure

4-[[(Dimethylamino)methylene]amino]-3-pyridinol (3.0 g) was refluxed in N-benzyl-N-methylamine (6.12 ml) and dry toluene (60 ml) overnight. The reaction mixture was concentrated, adhered to silica (MeOH), flash chromatographed (10% MeOH/EtOAc) and concentrated to give 4.4 g of 4-[[(N-benzyl-N-methylamino) methylene]amino]-3-pyridinol.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customchromatographed (10% MeOH/EtOAc)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-cd40c2af57564c3c89d93f38db5a2ba6
Source dataset
uspto-grants-1999_02
Patent number
US05869480

Reaction notes

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