p-Toluenesulfonic acid → HCID 20367180, compound

HRID 617028Notes

Reaction equation

HRID 617028 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[CH2:4][NH:5][NH2:6].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:6][N:5]([CH2:4][C:3]2[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=2[CH3:1])[C:15](=[O:14])[CH:16]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367329[(2,5-Dimethylphenyl)methyl]hydrazine

Product 1

HCID 20367180HCID 20367180, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

26.6 g of 2,5-dimethylbenzylhydrazine were added dropwise to a solution of 28.2 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1 g of p-toluenesulphonic acid in 130 ml of ethanol, in the course of which the temperature rose from 25° to 35° C. After stirring overnight, the compound identified above separated out, and was filtered off and recrystallised from ethanol. Melting point: 124°, 20 g (52%).

Workup

  1. customrose from 25° to 35° C
  2. customabove separated out
  3. filtrationwas filtered off
  4. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-a91180b18d0942b1bc3ecbf19721692d
Source dataset
uspto-grants-1978_02
Patent number
US04076943

Reaction notes

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