Methyl 2-Amino-4-bromobenzoate → HCID 178497427, Verbindung

HRID 1619366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1619366
[NH2:1][C:2]1[CH:11]=[C:10]([Br:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl-].[Cl:14][C:15]1[NH2+:16][S:17][S:18][C:19]=1Cl>C(Cl)Cl>[Br:12][C:10]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2](/[N:1]=[C:19]2\[C:15]([Cl:14])=[N:16][S:17][S:18]\2)[CH:11]=1

Komponenten

4

Edukt 2

HCID 17871390Methyl 2-Amino-4-bromobenzoateHCID 227235124,5-Dichloro-1,2,3-dithiazolium chloride

Produkt 1

HCID 178497427HCID 178497427, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of methyl 2-amino-4-bromobenzoate (1.0 g, 4.34 mmol, 1 eq) and 4,5-dichloro-1,2,3-dithiazolium chloride (2.0 g, 9.6 mmol, 2.2 eq) in DCM (20 mL) was stirred at rt under N2 for 5 days. The reaction mixture was quenched with water and filtered. The filtrate was extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI): 365, 367 (MH+).

Aufarbeitung

  1. customThe reaction mixture was quenched with water
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ethyl acetate (3×100 mL)
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationAfter filtration and concentration
  6. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-36d63b08316f4085b8d69fb891be2f54
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772301B2

Notizen zur Reaktion

Wird geladen…