Dimethylformamide → HCID 178496340, Verbindung

HRID 127683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 127683
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH2:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.CN(C)C=O.[CH3:16][O:17][CH2:18][CH2:19][O:20][C:21](Cl)=[O:22]>C(N(CC)CC)C>[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][C:21]([O:20][CH2:19][CH2:18][O:17][CH3:16])=[O:22])[CH:5]=[C:4]([Cl:10])[N:3]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 694002-Methoxyethyl chloroformateHCID 178507684HCID 178507684, Verbindung

Produkt 1

HCID 178496340HCID 178496340, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

5 G. of 2,4-diamino-6-chloropyrimidine-3-oxide are suspended in 50 ml. of dimethylformamide and 5 ml. of triethylamine and cooled to 0° C. while stirring. 4.3 G. of chloroformic acid 2-methoxyethyl ester are added dropwise to the cold suspension in the course of 15 minutes. The mixture is cooled for 2 hours and then stirred at room temperature for 16 hours. The solvent is distilled off at 25° C. in a high vacuum and the residue is digested with methylene chloride. The precipitate obtained is filtered off and washed with methylene chloride, methanol and water. The filtrate is washed with water and dried over sodium sulfate. By concentrating the solvent, there is obtained pure 2-methoxyethyl 2-amino-6-chloro-4-pyrimidinecarbamate-3-oxide having a melting point of 176°-178° C. Additional material is obtained by subjecting the mother liquor to chromatographical separation on silica gel.

Aufarbeitung

  1. temperatureThe mixture is cooled for 2 hours
  2. stirringstirred at room temperature for 16 hours
  3. distillationThe solvent is distilled off at 25° C. in a high vacuum
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. washwashed with methylene chloride, methanol and water
  7. washThe filtrate is washed with water
  8. dry with materialdried over sodium sulfate
  9. concentrationBy concentrating the solvent

Quellen und Nachweise

ORD-Eintrag
ord-1a321ca1ba284e5c9a05ac59db3a1ea5
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04256886

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