Dichloromethane → 4-Ethoxy-2'-hydroxy-3-thiophenecarboxanilide

HRID 614209

Reaktionsgleichung

Reaktionsgleichung von HRID 614209
[CH2:1]([O:3][C:4]1[C:5]([C:9](Cl)=[O:10])=[CH:6][S:7][CH:8]=1)[CH3:2].C(Cl)Cl.N[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C([N:25](CC)CC)C>O>[CH2:1]([O:3][C:4]1[C:5]([C:9]([NH:25][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[OH:16])=[O:10])=[CH:6][S:7][CH:8]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 6344Dichloromethane2×HCID 8471TriethylamineHCID 2794249O-PhenylhydroxylamineHCID 125737274-Ethoxy-3-thiophenecarbonyl chloride

Produkt 1

HCID 125818594-Ethoxy-2'-hydroxy-3-thiophenecarboxanilide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A 1.31 g. portion of 4-ethoxy-3-thiophenecarbonyl chloride is dissolved in 10 ml. of dry methylene chloride and then added dropwise to a solution of 0.75 g. of O-aminophenol in 10 ml. of dry methylene chloride with stirring. A 1.0 ml. portion of triethylamine is added and the mixture is then stirred overnight. This mixture is poured into water, stirred for 30 minutes and extracted three times with methylene chloride. The extracts are filtered through diatomaceous earth and then diluted with petroleum ether giving a white solid. This solid is recrystallized from a mixture of 250 ml. of methylene chloride and 250 ml. of petroleum ether giving 4-ethoxy-2'-hydroxy-3-thiophenecarboxanilide as white crystals.

Aufarbeitung

  1. stirringstirred for 30 minutes
  2. extractionextracted three times with methylene chloride
  3. filtrationThe extracts are filtered through diatomaceous earth
  4. additiondiluted with petroleum ether giving a white solid
  5. customThis solid is recrystallized from a mixture of 250 ml

Quellen und Nachweise

ORD-Eintrag
ord-6419ec8b28eb4e0b984dc94d59da4aea
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04144235

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