Azobisisobutyronitrile → 6-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

HRID 227606Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 227606
[CH3:1][C:2]1[S:11][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH2:10])[C:4]=2[C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C1C(=O)N([Br:28])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C1C=CC=CC=1>[Br:28][CH2:1][C:2]1[S:11][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH2:10])[C:4]=2[C:3]=1[C:12]1[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 116162046-Methyl-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

Produkt 1

HCID 590995626-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A suspension of Example 1D (500 mg, 1.75 mmol) in benzene (50 mL) was treated with NBS (340 mg, 1.91 mmol) and AIBN (50 mg), stirred at reflux for 3.5 hours, and concentrated. The concentrate was absorbed onto silica gel and purified by flash column chromatography with ethyl acetate to provide 330 mg of a 1.7:1 mixture of the desired product and recovered starting material.

Aufarbeitung

  1. temperatureat reflux for 3.5 hours
  2. concentrationconcentrated
  3. customThe concentrate was absorbed onto silica gel
  4. custompurified by flash column chromatography with ethyl acetate
  5. customto provide

Quellen und Nachweise

ORD-Eintrag
ord-c83ecd474b394e848d25bff6ff61dd27
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560552B2

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