Hydrochloric Acid → HCID 15586694, Verbindung

HRID 637830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637830
[Cl:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[C:4]([NH:6][C:7]1[C:8]([N:13]([CH2:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:9][CH:10]=[CH:11][CH:12]=1)=O.P(Cl)(Cl)(Cl)=O.Cl>ClC(Cl)C(Cl)Cl>[Cl:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[C:4]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([CH2:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])[C:8]2[N:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 13560178HCID 13560178, Verbindung

Produkt 1

HCID 15586694HCID 15586694, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 65911,1,2,2-TetrachloroethaneLösungsmittel

Versuchsvorschrift

A solution of 7.0 g (0.017 mole) of 2-chloro-N-[2-[[3-(dimethylamino)propyl]phenylamino]-3-pyridinyl]benzamide and 10.5 g (0.069 mole) of phosphorus oxychloride in 5 ml of 1,1,2,2-tetrachlorethane was heated under nitrogen atmosphere at 110°-115° C. for 16 hr. The cooled reaction mixture was poured into ice and 10 ml of dilute hydrochloric acid added. The mixture was extracted twice with petroleum ether. The acidic portion was made basic with sodium hydroxide pellets and thereafter extracted twice with methylene chloride. The combined methylene chloride extracts were washed with water, dried over sodium sulfate and concentrated in vacuo. The residue was crystallized from isopropyl ether yielding 6.0 g (90%) of material. Recrystallization from isopropyl alcohol-isopropyl ether gave a yellow solid, m.p. 104°-105.6° C.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. additionadded
  3. extractionThe mixture was extracted twice with petroleum ether
  4. extractionextracted twice with methylene chloride
  5. washThe combined methylene chloride extracts were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was crystallized from isopropyl ether yielding 6.0 g (90%) of material
  9. customRecrystallization from isopropyl alcohol-isopropyl ether
  10. customgave a yellow solid, m.p. 104°-105.6° C.

Quellen und Nachweise

ORD-Eintrag
ord-4d03d28cfbf141fe9941ba8fb83c86a8
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04558132

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