p-Toluenesulfonic acid → HCID 20367210, compound

HRID 1605723Notes

Reaction equation

HRID 1605723 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[CH2:5][NH:6][NH2:7].C([O:14][C:15](=O)[CH:16]=[C:17]([NH2:21])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:21][C:17]1[NH:7][N:6]([CH2:5][C:4]2[CH:8]=[CH:9][C:10]([Cl:11])=[C:2]([CH3:1])[CH:3]=2)[C:15](=[O:14])[CH:16]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 23334276HCID 23334276, compound

Product 1

HCID 20367210HCID 20367210, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20.5 g of 3-methyl-4-chlorobenzylhydrazine were added dropwise, under nitrogen, to a solution of 19.1 g of β-amino-βethoxyacrylic acid ethyl ester and 1.5 g of p-toluenesulphonic acid in 200 ml of ethanol. The reaction solution was sitirred overnight and the compound identified above, which had separated out as a precipitate, was filtered off and recrystallised from ethanol. Melting point: 131°, 10 g (35%).

Workup

  1. customhad separated out as a precipitate
  2. filtrationwas filtered off
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-18f31c8825cc4804b54b539ae0613499
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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