(2-Amino-5-bromophenyl)(4-chlorophenyl)methanone → 2-Methyl-propane-2-sulfinic acid (2-amino-5-bromo-phenyl)-(4-chloro-phenyl)-methyleneamide

HRID 1497713

Reaktionsgleichung

Reaktionsgleichung von HRID 1497713
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)=O.[CH3:18][C:19]([S:22]([NH2:24])=[O:23])([CH3:21])[CH3:20]>C1COCC1>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)=[N:24][S:22]([C:19]([CH3:21])([CH3:20])[CH3:18])=[O:23]

Komponenten

4

Edukt 2

HCID 182477(2-Amino-5-bromophenyl)(4-chlorophenyl)methanoneHCID 3382465Tert-Butanesulfinamide

Produkt 1

HCID 1234860542-Methyl-propane-2-sulfinic acid (2-amino-5-bromo-phenyl)-(4-chloro-phenyl)-methyleneamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of (2-Amino-5-bromo-phenyl)-(4-chloro-phenyl)-methanone (13.87 g, 0.05 mol) in THF (200 mL) is added 2-Methyl-propane-2-sulfinic acid amide (6.5 g, 0.05 mol) and Ti(OEt)4 (20.5 g, 0.09 mol).The stirred mixture is refluxed at 80° C. The mixture is quenched with H2O, filtered. THF is removed, extracted with ethyl acetate, dried over NaSO4 and concentrated then purified by silica gel. This produces the desired compound.

Aufarbeitung

  1. customThe mixture is quenched with H2O
  2. filtrationfiltered
  3. customTHF is removed
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over NaSO4
  6. concentrationconcentrated
  7. customthen purified by silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b1e1fe71f526430e872375e4ddd15dbb
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09199988B2

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