Water → HCID 86753305, compound

HRID 355607Notes

Reaction equation

HRID 355607 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[C:7]([N:9]([CH3:11])[NH2:10])[CH:6]=[CH:5][CH:4]=1.[CH3:14][CH:15]([CH3:19])[C:16](=O)[CH3:17].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[F:13][C:2]([F:1])([F:12])[C:3]1[N:8]=[C:7]([N:9]([CH3:11])[N:10]=[C:16]([CH:15]([CH3:19])[CH3:14])[CH3:17])[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 112513-Methyl-2-butanoneHCID 189401462-(1-Methylhydrazinyl)-6-(trifluoromethyl)pyridine

Product 1

HCID 86753305HCID 86753305, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-[6-trifluoromethylpyrid-2-yl]-1-methyl hydrazine (12.12 g; 0.069 mol), 3-methyl-2-butanone (5.96 g; 0.069 mol) and p-toluenesulphonic acid (0.13 g) in toluene (70 ml) was heated under reflux, with water removal (azeotrope), for 24 h. The solution was concentrated to yield an oil which was purified by flash-chromatography over silica (eluent: 20% diethyl ether in hexane) to yield 3-methyl-2-butanone 1-[6-trifluoromethylpyrid-2-yl]-1-methyl hydrazone as an orange oil (11.6 g; 71%). ##STR22##

Workup

  1. concentrationThe solution was concentrated
  2. customto yield an oil which
  3. customwas purified by flash-chromatography over silica (eluent: 20% diethyl ether in hexane)

Sources & evidence

ORD record
ord-8b6adf5f3cb949f181dd36add82a8281
Source dataset
uspto-grants-1998_11
Patent number
US05833885

Reaction notes

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