p-Toluenesulfonic acid → HCID 20367244, compound

HRID 1605727Notes

Reaction equation

HRID 1605727 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[CH2:9][NH:10][NH2:11])[CH2:2][CH2:3][CH3:4].C([O:17][C:18](=O)[CH:19]=[C:20]([NH2:24])OCC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH2:24][C:20]1[NH:11][N:10]([CH2:9][C:8]2[CH:12]=[CH:13][CH:14]=[C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])[CH:7]=2)[C:18](=[O:17])[CH:19]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20367223[(3-Butoxyphenyl)methyl]hydrazine

Product 1

HCID 20367244HCID 20367244, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18 g of 3-n-butoxybenzylhydrazine were added dropwise, under nitrogen, ot a solution of 14.8 g of β-amino-β-ethoxyacrylic acid ethyl ester and a pinch of p-toluenesulphonic acid in 180 ml of ethanol. After stirring for 2 hours, the mixture was left to stand overnight. The compound identified above, which had separated out as a precipitate, was filtered off and recrystallised from ethanol. Melting point: 110°, 8 g (33%).

Workup

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

Sources & evidence

ORD record
ord-97dacfd0d9594737b46d52cb61c14733
Source dataset
uspto-grants-1976_04
Patent number
US03950528

Reaction notes

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