Pyrazole → Methyl (5-tert-butyl-1H-pyrazol-3-yl)carbamate

HRID 615809

Reaktionsgleichung

Reaktionsgleichung von HRID 615809
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1.N1C=CC=N1.Cl[C:17]([O:19][CH3:20])=[O:18].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)(Cl)Cl>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:17](=[O:18])[O:19][CH3:20])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Komponenten

6

Edukt 4

HCID 1048PyrazoleHCID 6586Methyl chloroformateHCID 11430Potassium CarbonateHCID 5227873-Amino-5-tert-butylpyrazole2×

Produkt 1

HCID 13469501Methyl (5-tert-butyl-1H-pyrazol-3-yl)carbamateAusbeute 26,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

10 g of 3-amino-5-t-butylpyrazole as prepared in Reference Example (this pyrazole compound being hereinafter referred to as "Compound [II]") was dissolved in 100 ml of carbon tetrachloride, and 6.8 g of methyl chloroformate was added to the solution. The mixture was then allowed to react for 5 hours under refluxing. After cooling the reaction solution, a potassium carbonate aqueous solution was added thereto whereby crystals were formed. The crystals were collected by filtration, and washed with carbon tetrachloride and water to obtain 3.8 g of methyl N-(5-t-butyl-3-pyrazolyl)carbamate. This compound was recrystallized from a mixed solvent of carbon tetrachloride and chloroform and found to have a melting point of 177° C.

Aufarbeitung

  1. customto react for 5 hours
  2. temperatureunder refluxing
  3. temperatureAfter cooling the reaction solution
  4. customwhereby crystals were formed
  5. filtrationThe crystals were collected by filtration
  6. washwashed with carbon tetrachloride and water

Quellen und Nachweise

ORD-Eintrag
ord-e91c6fe96a9642a5a48384cf49a8d376
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04501606

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