Sodium Nitrite → 4-(3-bromo-5-chlorophenoxy)-5-chloro-1H-1,2,3-benzotriazole

HRID 505522

Reaktionsgleichung

Reaktionsgleichung von HRID 505522
[Br:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[O:5][C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]([NH2:13])[C:7]=1[NH2:14].[N:19]([O-])=O.[Na+]>C(O)(=O)C.O.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[O:5][C:6]1[C:7]2[N:14]=[N:19][NH:13][C:8]=2[CH:9]=[CH:10][C:11]=1[Cl:12]

Komponenten

6

Edukt 2

HCID 23668193Sodium NitriteHCID 568337453-(3-Bromo-5-chlorophenoxy)-4-chlorobenzene-1,2-diamine

Produkt 1

HCID 1784778354-(3-bromo-5-chlorophenoxy)-5-chloro-1H-1,2,3-benzotriazole

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

3-(3-bromo-5-chlorophenoxy)-4-chlorobenzene-1,2-diamine (4.97 g, 14.3 mmol) in acetic acid (25 mL) was cooled to 15° C. under N2 and sodium nitrite (1.08 g, 15.7 mmol) in water (39.3 mL) was added dropwise. After 1.5 hours, the reaction was diluted with EtOAc (300 mL), and the organic phase was separated and washed with water (3×100 mL). The organic phase was then dried (MgSO4), filtered, concentrated to afford the title product. LRMS (M+1) 359.7.

Aufarbeitung

  1. customthe organic phase was separated
  2. washwashed with water (3×100 mL)
  3. dry with materialThe organic phase was then dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-74226e5518c74d158f96955cd801b2e6
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781454B2

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