Thionyl Chloride → 4-(Morpholin-3-on-4-yl)-3-nitro-benzoic acid chloride

HRID 1629829

Reaktionsgleichung

Reaktionsgleichung von HRID 1629829
[C:1]([CH2:4][O:5][CH2:6][CH2:7][NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][C:10]=1[N+:18]([O-:20])=[O:19])(O)=[O:2].S(Cl)([Cl:23])=O>ClCCl.CN(C=O)C>[N:8]1([C:9]2[CH:17]=[CH:16][C:12]([C:13]([Cl:23])=[O:14])=[CH:11][C:10]=2[N+:18]([O-:20])=[O:19])[CH2:7][CH2:6][O:5][CH2:4][C:1]1=[O:2]

Komponenten

5

Edukt 2

HCID 24386Thionyl ChlorideHCID 667319084-(2-Carboxymethoxy-ethylamino)-3-nitro-benzoic acid

Produkt 1

HCID 860694074-(Morpholin-3-on-4-yl)-3-nitro-benzoic acid chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

290 mg (1.02 mmol) 4-(2-carboxymethoxy-ethylamino)-3-nitro-benzoic acid in 100 ml dichloromethane are combined with 0.186 ml (2.55 mmol) thionyl chloride and 2 drops of DMF and refluxed for one day. After evaporation of the solution i. vac. it is evaporated with toluene and the residue is further reacted without any more purification.

Aufarbeitung

  1. temperaturerefluxed for one day
  2. customAfter evaporation of the solution i
  3. customit is evaporated with toluene
  4. customthe residue is further reacted without any more purification

Quellen und Nachweise

ORD-Eintrag
ord-7fdb647b9f1c4c178508eef07b687bb0
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791103B2

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