Pyridine → 3-Pyridinyl carbonochloridate

HRID 1421250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1421250
[C:1](Cl)([Cl:3])=[O:2].C1(C)C=CC=CC=1.[OH:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:3][C:1]([O:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)=[O:2]

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 1140TolueneHCID 6371PhosgeneHCID 79713-Hydroxypyridine

Produkt 1

HCID 154347383-Pyridinyl carbonochloridate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A 1.93M solution of phosgene in toluene (20%) (198.3 ml) (382.3 mmoles) was diluted with dry CH2Cl2 (100 ml) and the mixture was stirred at 0° under an argon atmosphere. A solution of 3-hydroxy-pyridine (7.27 grams) (76.5 mmoles) and dry pyridine (8.06 grams) (8.25 ml) (101.9 mmoles) in dry CH2Cl2 (200 ml) was added dropwise to the stirred solution at 0° over a period of 1 hour. The mixture was stirred at 0-25° for an additional 2 hours. A stream of nitrogen was passed through the solution to remove most of the phosgene and the solution was then evaporated to dryness to give the title compound which was dried in vacuo for 1 hour and then taken up in dry CH2Cl2 (60 ml) and dry pyridine (60 ml) to give a stock solution of the title compound.

Aufarbeitung

  1. stirringThe mixture was stirred at 0-25° for an additional 2 hours
  2. customto remove most of the phosgene
  3. customthe solution was then evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-6b7ad124bbec44739ffb5db9f674bc7e
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06075025

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