Boron tribromide → 4-(5-Amino-4-methylisothiazol-3-yl)phenol

HRID 2422703

Reaktionsgleichung

Reaktionsgleichung von HRID 2422703
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:17]([CH3:18])=[C:16]([NH2:19])[S:15][N:14]=2)=[CH:9][CH:8]=1>ClCCl>[NH2:19][C:16]1[S:15][N:14]=[C:13]([C:10]2[CH:11]=[CH:12][C:7]([OH:6])=[CH:8][CH:9]=2)[C:17]=1[CH3:18]

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 534010803-(4-Methoxyphenyl)-4-methyl-1,2-thiazol-5-amine

Produkt 1

HCID 1363552854-(5-Amino-4-methylisothiazol-3-yl)phenolAusbeute 106,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Add boron tribromide (0.227 g, 0.909 mmol) to a solution of 3-(4-methoxy-phenyl)-4-methylisothiazol-5-ylamine (0.100 g, 0.455 mmol) in dichloromethane (5 mL) at −20° C. Stir and allow to warm to room temperature. Stir 4 h and quench with 1 N HCl. Extract with EtOAc (2 times 50 mL). Dry (MgSO4) and evaporate. The product is used for the next step without further purification. Yield: 106.8% ES-MS: m/e 207.0 (m+1).

Aufarbeitung

  1. stirringStir 4 h
  2. customquench with 1 N HCl
  3. extractionExtract with EtOAc (2 times 50 mL)
  4. dry with materialDry (MgSO4)
  5. customevaporate
  6. customThe product is used for the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-5d928e812cb34a688f8e133b726e02c0
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960419B2

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