p-Toluenesulfonic acid → HCID 20367243, compound

HRID 1605740Notes

Reaction equation

HRID 1605740 reaction equation
C([O:3][C:4](=O)[CH:5]=[C:6]([NH2:10])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1.[Cl:23][C:24]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:25]=1[CH2:26][NH:27][NH2:28]>C(O)C>[NH2:10][C:6]1[NH:28][N:27]([CH2:26][C:25]2[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:24]=2[Cl:23])[C:4](=[O:3])[CH:5]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367285[(2,5-Dichlorophenyl)methyl]hydrazine

Product 1

HCID 20367243HCID 20367243, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

32.8 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1 g of p-toluenesulphonic acid were dissolved in 120 ml of ethanol and 39 g of 2,5-dichlorobenzylhydrazine were added under nitrogen. After stirring for 2 hours the mixture was left to stand overnight and the compound identified above, which precipitated, was filtered off and recrystallised from ethanol. Melting point: 195°-196°C; Yield: 23 g (43%).

Workup

  1. waitwas left
  2. waitto stand overnight
  3. customprecipitated
  4. filtrationwas filtered off
  5. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-923c4468f797423b9a9e7d91171988d9
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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