2-Thiopheneacetyl chloride → Methyl 4-chloro-5-nitro-2-(2-(thiophen-2-yl)acetamido)benzoate

HRID 1275589

Reaktionsgleichung

Reaktionsgleichung von HRID 1275589
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH2:14].[S:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH2:21][C:22](Cl)=[O:23]>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH:14][C:22](=[O:23])[CH2:21][C:17]1[S:16][CH:20]=[CH:19][CH:18]=1

Komponenten

3

Edukt 2

HCID 1623622-Thiopheneacetyl chlorideHCID 15895692Methyl 2-amino-4-chloro-5-nitrobenzoate

Produkt 1

HCID 54055967Methyl 4-chloro-5-nitro-2-(2-(thiophen-2-yl)acetamido)benzoateAusbeute 67,6 %

Versuchsvorschrift

To a suspension of 2-amino-4-chloro-5-nitrobenzoic acid methyl ester (221 mg in 2.5 mL of dry 1,2-dichloroethane) was added a solution of thiophen-2-yl-acetyl chloride (169 mg in 3.0 mL dry 1,2-dichloroethane) and the mixture heated at reflux on an oil bath. After 18 hours, the reaction was cooled and the solvent removed in vacuo. Recrystallization of the crude product from methanol gave the title compound (230 mg).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureat reflux on an oil bath
  3. temperaturethe reaction was cooled
  4. customthe solvent removed in vacuo
  5. customRecrystallization of the crude product from methanol

Quellen und Nachweise

ORD-Eintrag
ord-9703dbf67a7b47bb91410fcd9fcf56fd
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162813

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