p-Toluenesulfonic acid → HCID 20367252, compound

HRID 1605732Notes

Reaction equation

HRID 1605732 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][NH:6][NH2:7].C([O:16][C:17](=O)[CH:18]=[C:19]([NH2:23])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:23][C:19]1[NH:7][N:6]([CH2:5][C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[C:2]([F:12])([F:13])[F:1])[C:17](=[O:16])[CH:18]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367279{[2-(Trifluoromethyl)phenyl]methyl}hydrazine

Product 1

HCID 20367252HCID 20367252, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

46 g of 2-trifluoromethylbenzylhydrazine were added dropwise, under nitrogen, to a solution of 38.2 g of β-amino-β-ethoxyacrylic acid ethyl ester and 2 g of p-toluenesulphonic acid in 250 ml of ethanol. After stirring overnight, the solvent was distilled off in vacuo and the residue was recrystallised from ethanol. The product was the compound identified above. Melting point: 184°, 22 g (34%).

Workup

  1. distillationthe solvent was distilled off in vacuo
  2. customthe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-8b2ecded345d4c39bbbdabab3927873f
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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