Nitrogen → 7-Bromo-3-chloro-6-methoxy-1,2-benzisoxazole

HRID 1080434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1080434
[Cl:1][C:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:5]=2[O:4][N:3]=1.[Br:13]Br.N#N.CC(C)=O.C(Cl)(Cl)(Cl)Cl>C(O)(=O)C>[Br:13][C:10]1[C:5]2[O:4][N:3]=[C:2]([Cl:1])[C:6]=2[CH:7]=[CH:8][C:9]=1[O:11][CH3:12]

Komponenten

6

Edukt 4

HCID 947NitrogenHCID 24408Bromine2×HCID 158169243-Chloro-6-methoxy-1,2-benzoxazoleHCID 19595110CCl4 acetone

Produkt 1

HCID 187964507-Bromo-3-chloro-6-methoxy-1,2-benzisoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel3×

Versuchsvorschrift

To a stirred solution of 3-chloro-6-methoxy-1,2-benzisoxazole (25 g) in acetic acid (200 ml) was added a solution of bromine (32.6 g) in acetic acid (100 ml) dropwise under N2 at ambient temperature. The mixture was allowed to stir overnight. TLC (silica gel, 5% acetone/CCl4) revealed the presence of starting material. Additional bromine (11 g) in acetic acid (50 ml) was added, and the reaction mixture was allowed to stir overnight. The reaction was filtered and washed with water. The precipitate was collected and recrystallized from methanol to yield the desired compound, m.p. 134°-135° C.

Aufarbeitung

  1. stirringto stir overnight
  2. filtrationThe reaction was filtered
  3. washwashed with water
  4. customThe precipitate was collected
  5. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-818c4c83cee94a05990b012522b6b218
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05580982

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