p-Toluenesulfonic acid → HCID 20367252, compound

HRID 617047Notes

Reaction equation

HRID 617047 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-54c6040bd8984e269cbb7018a7da4f45
Source dataset
uspto-grants-1978_02
Patent number
US04076943

Reaction notes

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