p-Toluenesulfonic acid → HCID 20367246, compound

HRID 617026Notes

Reaction equation

HRID 617026 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][NH:7][NH2:8])=[CH:4][C:3]=1[Cl:11].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:8][N:7]([CH2:6][C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([Cl:11])[CH:4]=2)[C:15](=[O:14])[CH:16]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 23334324HCID 23334324, compound

Product 1

HCID 20367246HCID 20367246, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

50 g of 4-methyl-3-chlorobenzylhydrazine were added dropwise, under nitrogen, to a solution of 46.7 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1.5 g of p-toluenesulphonic acid in 200 ml of ethanol. After stirring for a further two hours, the compound identified above precipitated. It was filtered off and recrystallised from ethanol. Melting point: 130°-131°, 35 g (50%).

Workup

  1. customabove precipitated
  2. filtrationIt was filtered off
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-85860ea8b2d84dc09f37bd9fdda55432
Source dataset
uspto-grants-1978_02
Patent number
US04076943

Reaction notes

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