p-Toluenesulfonic acid → HCID 20367284, compound

HRID 1605734Notes

Reaction equation

HRID 1605734 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[CH2:5][NH:6][NH2:7].C([O:17][C:18](=O)[CH:19]=[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:7][N:6]([CH2:5][C:4]2[CH:8]=[CH:9][C:10]([C:11]([F:12])([F:13])[F:14])=[C:2]([Cl:1])[CH:3]=2)[C:18](=[O:17])[CH:19]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 23334321HCID 23334321, compound

Product 1

HCID 20367284HCID 20367284, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

33 g of 3-chloro-4-trifluoromethylbenzylhydrazine were added dropwise, under nitrogen, to a solution of 23.5 g of β-amino-β-ethoxyacrylic acid ethyl ester and a pinch of p-toluenesulphonic acid in 100 ml of ethanol. After stirring overnight, the product which had precipitated was filtered off and recrystallised from ethanol. Melting point: 83°, 24 g (56%).

Workup

  1. customthe product which had precipitated
  2. filtrationwas filtered off
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-076c91294c854fd5a367a62633865ae9
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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