Water → HCID 86753306, compound

HRID 355609Notes

Reaction equation

HRID 355609 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[N:6]=[C:5]([N:13]([CH3:15])[NH2:14])[CH:4]=1.[CH3:18][CH:19]([CH3:23])[C:20](=O)[CH3:21].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[F:17][C:2]([F:16])([F:1])[C:3]1[CH:8]=[C:7]([C:9]([F:10])([F:12])[F:11])[N:6]=[C:5]([N:13]([CH3:15])[N:14]=[C:20]([CH:19]([CH3:23])[CH3:18])[CH3:21])[CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 112513-Methyl-2-butanoneHCID 18940147HCID 18940147, compound

Product 1

HCID 86753306HCID 86753306, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-[4,6-bis[trifluoromethyl]pyrid-2-yl]-1-methyl hydrazine (40.04 g; 0.15 mol), 3-methyl-2-butanone (14.2 g; 0.165 mol) and p-toluenesulphonic acid (0.32 g) in toluene (90 ml) was heated under reflux, with water removal (azeotrope), for 40 h. The solution was concentrated to yield a dark oil which was purified by flash-chromatography over silica (eluent: petroleum ether 60/80) to yield 3-methyl-2-butanone 1-[4,6-bis[trifluoromethyl]pyrid-2-yl]-1-methyl hydrazone as a red oil (10.9 g; 22%). ##STR26##

Workup

  1. concentrationThe solution was concentrated
  2. customto yield a dark oil which
  3. customwas purified by flash-chromatography over silica (eluent: petroleum ether 60/80)

Sources & evidence

ORD record
ord-7e1a11bccaf84722a0c11efffd338509
Source dataset
uspto-grants-1998_11
Patent number
US05833885

Reaction notes

Loading…