p-Toluenesulfonic acid → HCID 23334290, compound

HRID 1606284Notes

Reaction equation

HRID 1606284 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[CH2:6][NH:7][NH2:8].C([O:17][C:18](=O)[C:19]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[C:20]([NH2:24])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:24][C:20]1[NH:8][N:7]([CH2:6][C:5]2[CH:9]=[CH:10][C:11]([CH3:12])=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=2)[C:18](=[O:17])[C:19]=1[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 23334287HCID 23334287, compoundHCID 70587485HCID 70587485, compound

Product 1

HCID 23334290HCID 23334290, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

31.5 g of 3-trifluoromethyl-4-methylbenzylhydrazine were added dropwise under nitrogen to a solution of 35.3 g of α-phenyl-β-amino-β-ethoxyacrylic acid ethyl ester and 1 g of p-toluenesulphonic acid in 150 ml of ethanol. After stirring overnight, the solvent was distilled off in vacuo and the residue was recrystallized from dimethylformamide.

Workup

  1. distillationthe solvent was distilled off in vacuo
  2. customthe residue was recrystallized from dimethylformamide

Sources & evidence

ORD record
ord-a0060100d5b74dac92a412468091eef6
Source dataset
uspto-grants-1976_04
Patent number
US03952008

Reaction notes

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