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

HRID 2094259

Reaktionsgleichung

Reaktionsgleichung von HRID 2094259
[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-cc7afd95aa38442e8bcc227179813f27
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08445525B2

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