p-Toluenesulfonic acid → HCID 20367200, compound

HRID 1605718Notes

Reaction equation

HRID 1605718 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][NH:6][NH2:7].C([O:13][C:14](=O)[CH:15]=[C:16]([NH2:20])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:20][C:16]1[NH:7][N:6]([CH2:5][C:4]2[CH:8]=[CH:9][CH:10]=[C:2]([I:1])[CH:3]=2)[C:14](=[O:13])[CH:15]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367273[(3-Iodophenyl)methyl]hydrazine

Product 1

HCID 20367200HCID 20367200, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 45 g of m-iodobenzylhydrazine in 70 ml of ethanol was added dropwise to a solution of 28.6 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1.5 g of p-toluenesulphonic acid in 350 ml of ethanol. After stirring overnight, the compound identified above had separated out as a precipitate and was filtered off and recrystallised from ethanol. Melting point: 186°, 16 g (28%).

Workup

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

Sources & evidence

ORD record
ord-8abb5e9cc72c4af3ad6169d0bcc648d6
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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