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Chloroform → 5-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazole

HRID 1498942
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1498942
C(OC(=O)[NH:7][C:8]1[S:12][C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[O:20][CH3:21])=[N:10][C:9]=1[CH3:22])(C)(C)C.Cl.O1CCOCC1.C(Cl)(Cl)Cl.C(=O)(O)[O-].[Na+]>CO>[NH2:7][C:8]1[S:12][C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[O:20][CH3:21])=[N:10][C:9]=1[CH3:22]
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Komponenten

6

Edukt 4

HCID 6212ChloroformHCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 68641711[2-(4-Chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester

Produkt 1

HCID 686418935-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazoleAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In methanol (25 ml), [2-(4-chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester (1.02 g, 2.87 mmol) prepared in the Step 28-1-1 was dissolved, and a 4-N hydrogen chloride-dioxane solution (25 ml) was added thereto. The mixture was stirred at a room temperature for 16 hours. Chloroform was added to the mixture, and the resulting mixture was neutralized with a saturated sodium bicarbonate solution. The resulting mixture was subjected to extraction with chloroform. The extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1) to give the title compound (474 mg, 65%) as a light-brown powder.

Aufarbeitung

  1. dissolutionwas dissolved
  2. extractionThe resulting mixture was subjected to extraction with chloroform
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-2706ca54e753446ca5f1b61630640972
Quelldatensatz
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09200008B2

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