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Water → 4-Aminomethyl-1-propyl-5-tritylaminopyrazole

HRID 349545
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 349545
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:10]1[C:14]([NH:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:13]([C:35]#[N:36])[CH:12]=[N:11]1)[CH2:8][CH3:9].[F-].[Na+].O>O1CCCC1>[NH2:36][CH2:35][C:13]1[CH:12]=[N:11][N:10]([CH2:7][CH2:8][CH3:9])[C:14]=1[NH:15][C:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
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Komponenten

6

Edukt 4

HCID 962WaterHCID 5235Sodium FluorideHCID 17961964HCID 17961964, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 179619914-Aminomethyl-1-propyl-5-tritylaminopyrazoleAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

To a suspension of lithium aluminum hydride (8.94 g) in tetrahydrofuran (600 ml) was added 1-propyl-5-tritylamino-1H-pyrazole-4-carbonitrile (37 g) at room temperature. The mixture was refluxed for 7 days. After cooling on an ice bath, sodium fluoride (40 g) and water (17 ml) were added to the reaction mixture. The insoluble materials were removed by filtration. To the filtrate was added ethyl formate, and the mixture was refluxed for 24 hours. After evaporation of the solvent in vacuo, the residue was triturated with diisopropyl ether and dried in vacuo to give 4-aminomethyl-1-propyl-5-tritylaminopyrazole (30.3 g).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 7 days
  2. temperatureAfter cooling on an ice bath
  3. customThe insoluble materials were removed by filtration
  4. additionTo the filtrate was added ethyl formate
  5. temperaturethe mixture was refluxed for 24 hours
  6. customAfter evaporation of the solvent in vacuo
  7. customthe residue was triturated with diisopropyl ether
  8. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2dde7729a76648eba2e1253a4f79fc1d
Quelldatensatz
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07179801B2

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