m-Chloroperbenzoic acid → 3-Bromo-2-(methoxycarbonylamino)-6-phenylsulfinyl imidazo [1,2-a] pyridine

HRID 1413434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1413434
[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([S:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[NH:18][C:19]([O:21][CH3:22])=[O:20].ClC1C=CC=C(C(OO)=[O:31])C=1>ClCCl>[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([S:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:31])[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[NH:18][C:19]([O:21][CH3:22])=[O:20]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 544631513-Bromo-2(methoxycarbonylamino)-6(phenylthio) imidazo [1,2-a] pyridine

Produkt 1

HCID 538100123-Bromo-2-(methoxycarbonylamino)-6-phenylsulfinyl imidazo [1,2-a] pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Alternatively, one may treat a suspension of 3-bromo-2(methoxycarbonylamino)-6(phenylthio) imidazo [1,2-a] pyridine (1.0 gm. 2.64 mmoles) in 100 ml. of dichloromethane with 85% metachloroperbenzoic acid (464 mg., 2.64 mmoles). After 1 hour at room temperature, the solution is washed with aqueous saturated sodium bicarbonate solution, and with water. After drying the solvent is removed in vacuo and the residue is chromatographed over silica gel to yield 3-bromo-2-(methoxycarbonylamino)-6-phenylsulfinyl imidazo [1,2-a] pyridine m.p. 150°-152° C.

Aufarbeitung

  1. additionAlternatively, one may treat
  2. washthe solution is washed with aqueous saturated sodium bicarbonate solution
  3. customAfter drying the solvent
  4. customis removed in vacuo
  5. customthe residue is chromatographed over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-9b47318919064db39001fc0a3072aa2a
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04250174

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