Hydrochloric Acid → N-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamide

HRID 1255115

Reaktionsgleichung

Reaktionsgleichung von HRID 1255115
[NH2:1][C:2]1[S:3][C:4]([Br:11])=[C:5]([C:7](F)(F)F)[N:6]=1.[F:12][C:13]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:14]=1[C:15](Cl)=[O:16].Cl>C1COCC1.N1C=CC=CC=1>[Br:11][C:4]1[S:3][C:2]([NH:1][C:15](=[O:16])[C:14]2[C:13]([F:12])=[CH:21][CH:20]=[CH:19][C:18]=2[F:22])=[N:6][C:5]=1[CH3:7]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 874382,6-Difluorobenzoyl chlorideHCID 157107015-Bromo-4-(trifluoromethyl)-1,3-thiazol-2-amine

Produkt 1

HCID 59004504N-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamideAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Amino-5-bromo-4-trifluoromethylthiazole (0.8 g) was dissolved in 3 mL of 1:1 mixture of THF and pyridine. 2,6-difluorobenzoylchloride (0.6 g) was added at room temperature with stirring. The mixture was stirred for 3 hours at room temperature. The mixture was poured into ice water and acidified with aqueous hydrochloric acid then extracted with chloroform. The organic layer was dried over Na2SO4 and the solvent was removed under reduced pressure. Flash chromatography on silica gel gave the title compound as a white solid. Yield 83%.

Aufarbeitung

  1. stirringThe mixture was stirred for 3 hours at room temperature
  2. extractionthen extracted with chloroform
  3. dry with materialThe organic layer was dried over Na2SO4
  4. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4b25ee29242644d2a6e5c548bebbf70c
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455658B2

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