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Water → 1-Trityl-1,2,4-triazole-3-carboxylic acid ethyl ester

HRID 2307538
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2307538
[CH2:1]([O:3][C:4]([C:6]1[N:10]=[CH:9][NH:8][N:7]=1)=[O:5])[CH3:2].C(N(CC)C(C)C)(C)C.[C:20](Cl)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.O>CN(C=O)C.C(OC(=O)C)C>[CH2:1]([O:3][C:4]([C:6]1[N:10]=[CH:9][N:8]([C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[N:7]=1)=[O:5])[CH3:2]
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Komponenten

7

Edukt 4

HCID 962WaterHCID 6456Trityl chlorideHCID 81531DiisopropylethylamineHCID 178418794HCID 178418794, Verbindung

Produkt 1

HCID 574241681-Trityl-1,2,4-triazole-3-carboxylic acid ethyl esterAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228
Dimethylformamide
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In 60 ml of DMF was dissolved 7.62 g (54 mmol) of 1H-1,2,4-triazole-3-carboxylic acid ethyl ester. To the solution were added at room temperature 14 g (108 mmol) of N,N-diisopropylethylamine and 15.8 g (56.7 mmol) of tritylchloride. The mixture was stirred for 2 hours. 300 ml of water and 300 ml of ethylacetate were added thereto. The crystal was filtered, dissolved in 150 ml of chloroform, washed with water and dried. The solvent was removed. The residue was crystallized from ether to give 8.91 g of the titled compound. The ethylacetate layer was washed with water, dried and evaporated. The residue was crystallized from ether to give 4.73 g of the titled compound. 13.64 g of 1-trityl-1,2,4-triazole-3-carboxylic acid ethyl ester was totally obtained. Yield: 66%.

Aufarbeitung

  1. filtrationThe crystal was filtered
  2. dissolutiondissolved in 150 ml of chloroform
  3. washwashed with water
  4. customdried
  5. customThe solvent was removed
  6. customThe residue was crystallized from ether

Quellen und Nachweise

ORD-Eintrag
ord-f1877809efc24161ad45332422070b69
Quelldatensatz
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06831177B1

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