p-Toluenesulfonic acid → HCID 20367267, compound

HRID 1605725Notes

Reaction equation

HRID 1605725 reaction equation
[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([CH2:8][NH:9][NH2:10])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C([O:15][C:16](=O)[CH:17]=[C:18]([NH2:22])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:22][C:18]1[NH:10][N:9]([CH2:8][C:7]2[CH:11]=[CH:12][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:5][CH:6]=2)[C:16](=[O:15])[CH:17]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 40151Hydrazine, 1-(4-isopropylbenzyl)-HCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl ester

Product 1

HCID 20367267HCID 20367267, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

32 g of p-isopropylbenzylhydrazine were added, under nitrogen, to a solution of 31.8 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1 g of p-toluenesulphonic acid in 150 ml of ethanol. After stirring for a further two hours, the mixture was left to stand overnight. The compound identified above, which separated out as a precipitate, was filtered off and recrystallised from ethanol. Melting point: 105°, 18.3 g (40%).

Workup

  1. waitthe mixture was left
  2. waitto stand overnight
  3. customseparated out as a precipitate
  4. filtrationwas filtered off
  5. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-8ad280aefeec4a7f8f26a6f4c2e42722
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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