p-Toluenesulfonic acid → HCID 20367293, compound

HRID 1605741Notes

Reaction equation

HRID 1605741 reaction equation
C1(C)C=CC(S(O)(=O)=O)=CC=1.C([O:14][C:15](=O)[CH:16]=[C:17]([NH2:21])OCC)C.[Cl:23][C:24]1[CH:25]=[C:26]([CH:30]=[C:31]([Cl:33])[CH:32]=1)[CH2:27][NH:28][NH2:29]>C(O)C>[NH2:21][C:17]1[NH:29][N:28]([CH2:27][C:26]2[CH:25]=[C:24]([Cl:23])[CH:32]=[C:31]([Cl:33])[CH:30]=2)[C:15](=[O:14])[CH:16]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367216[(3,5-Dichlorophenyl)methyl]hydrazine

Product 1

HCID 20367293HCID 20367293, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After adding 1 g of p-toluenesulphonic acid to a solution of 49.6 g of β-amino-β-ethoxyacrylic acid ethyl ester in "ml of ethanol, 59 g of 3,5-dichlorobenzylhydrazine were added dropwise under nitrogen. The solution was left to stand overnight and the solids which precipitated melted at 175°-176° after recrystallisation from ethanol. Yield: 40 g (48%) of the compound identified above.

Workup

  1. additionwere added dropwise under nitrogen
  2. waitThe solution was left
  3. customthe solids which precipitated melted at 175°-176°
  4. customafter recrystallisation from ethanol

Sources & evidence

ORD record
ord-ecda43b7d9dd40f7b034b0bd942298e1
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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