Triethylamine → Phenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamate

HRID 1613120

Reaktionsgleichung

Reaktionsgleichung von HRID 1613120
Cl.Cl.[NH2:3][C:4]1[CH:12]=[CH:11][C:7]2[NH:8][N:9]=[N:10][C:6]=2[CH:5]=1.CC(N(C)C)=O.C(N(CC)CC)C.[C:26](Cl)(=[O:34])[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>N1C=CC=CC=1>[O:27]([C:26]([NH:3][C:4]1[CH:12]=[CH:11][C:7]2[NH:8][N:9]=[N:10][C:6]=2[CH:5]=1)=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 31374DimethylacetamideHCID 178478652HCID 178478652, Verbindung

Produkt 1

HCID 178521835Phenyl 1H-benzo[d][1,2,3]triazol-5-ylcarbamateAusbeute 88,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To 62.1 g of 5-aminobenzotriazole dihydrochloride was added 500 ml of dimethylacetamide, and 83,7 ml of triethylamine was added dropwise thereto while being cooled in an ice bath. To the mixture was further added dropwise 21.0 ml of pyridine, and 42.3 g of phenyl chlorocarbonate was then added dropwise thereto while maintaining the system at 5° C. or lower, followed by stirring at room temperature for 2 hours. After the reaction, the reaction mixture was poured into 2 (of ice-water for crystallization, followed by filtration to obtain 60.8 g of 5-phenoxycarbonylaminobenzotriazole.

Aufarbeitung

  1. additionwas added dropwise
  2. temperaturewhile being cooled in an ice bath
  3. additionwas then added dropwise
  4. customAfter the reaction
  5. customfor crystallization
  6. filtrationfollowed by filtration

Quellen und Nachweise

ORD-Eintrag
ord-015a1ffb1aa041e18734c98a8082ceec
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05192647

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