Triethylamine → N'-(4,5-Dimethyl-2-thiazolyl)-N,N-dimethyl-methanimidamide

HRID 635837Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 635837
Cl.[NH2:2][C:3]1[S:4][C:5]([CH3:9])=[C:6]([CH3:8])[N:7]=1.[CH2:10]([N:12]([CH2:15]C)[CH2:13]C)C.COC(OC)N(C)C>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:8][C:6]1[N:7]=[C:3]([N:2]=[CH:10][N:12]([CH3:15])[CH3:13])[S:4][C:5]=1[CH3:9]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 78373Dimethylformamide dimethyl acetalHCID 162113874,5-Dimethyl-1,3-thiazol-2-amine--hydrogen chloride (1/1)

Produkt 1

HCID 54260345N'-(4,5-Dimethyl-2-thiazolyl)-N,N-dimethyl-methanimidamideAusbeute 78,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of 2-amino-4,5-dimethylthiazole hydrochloride (4.92 g, 30 mmol) (Formula A-1) in toluene (60 mL) was treated with triethylamine (4.5 mL, 35 mmol) and vigorously stirred for 30 minutes. The mixture was treated with dimethylformamide dimethyl acetal (7.3 mL, 60 mmol) and heated at reflux temperature for 2 hours. The solution was cooled, diluted with ethyl acetate, washed with saline, dried and evaporated. The residue was crystallized from hexane to provide pure N′-(4,5-Dimethyl-2-thiazolyl)-N,N-dimethyl-methanimidamide (Formula A-2) (4.31 g, 77%), m.p. 47-58°.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux temperature for 2 hours
  3. temperatureThe solution was cooled
  4. washwashed with saline
  5. customdried
  6. customevaporated
  7. customThe residue was crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-69ae5c2f0e624d4aab625b260fb1bdc1
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191124B1

Notizen zur Reaktion

Wird geladen…