Pyridine → N-(3-tert-butylisoxazol-5-yl)-2-chloroacetamide

HRID 1453795Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1453795
[Cl:1][CH2:2][C:3](Cl)=[O:4].[C:6]([C:10]1[CH:14]=[C:13]([NH2:15])[O:12][N:11]=1)([CH3:9])([CH3:8])[CH3:7].N1C=CC=CC=1>ClCCl>[C:6]([C:10]1[CH:14]=[C:13]([NH:15][C:3](=[O:4])[CH2:2][Cl:1])[O:12][N:11]=1)([CH3:9])([CH3:8])[CH3:7]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 20956943-Tert-butyl-1,2-oxazol-5-amine

Produkt 1

HCID 4962364N-(3-tert-butylisoxazol-5-yl)-2-chloroacetamideAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Chloroacetic acid chloride (0.25 ml; 3.14 mmol) is dropped slowly into a stirred solution of 3-t-Butyl-5-amino isoxazole (400 mg; 2.85 mmol) in pyridine (0.3 ml; 3.71 mmol) and dichloromethane (2 ml), cooled to 0° C. Stirring is continued for 2 h at room temperature. The reaction mixture is diluted with dichloromethane, washed twice with 1 N aqueous hydrochloric acid, twice with an aqueous solution of NaHCO3 and with water. The reaction mixture is then dried over Na2SO4, filtered and evaporated to yield 600 mg (97%) brownish solid of 11.

Aufarbeitung

  1. washwashed twice with 1 N aqueous hydrochloric acid, twice with an aqueous solution of NaHCO3 and with water
  2. dry with materialThe reaction mixture is then dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4217c6ab413d4f80aa6c1efdbe3760eb
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07476683B2

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