2-Methylbenzenesulfonic acid → 3-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-one

HRID 460893

Reaktionsgleichung

Reaktionsgleichung von HRID 460893
[Br: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(S(O)(=O)=O)=CC=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]([Br:1])=[C:3]([Cl:11])[CH:4]=2)[C:15](=[O:14])[CH:16]=1

Komponenten

5

Edukt 3

HCID 69252-Methylbenzenesulfonic acidHCID 278451beta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 20495799[(4-Bromo-3-chlorophenyl)methyl]hydrazine

Produkt 1

HCID 203672203-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

48.8 g of 4-bromo-3-chlorobenzylhydrazine are added dropwise under nitrogen to a solution of 33.2 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1.5 g of toluenesulphonic acid in 150 ml of ethanol. After stirring for a further two hours, the mixture was left to stand and the compound identified above began to crystallise out after four hours. It was filtered off and twice recrystallised from ethanol. Melting point: 145°-146°, 23 g (37%).

Aufarbeitung

  1. waitthe mixture was left
  2. customto crystallise out after four hours
  3. filtrationIt was filtered off
  4. customtwice recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-b1355b9f8c884251b2a602436be410aa
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04061653

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