Pyridine → (3-Bromo-5-iodo-phenyl)-carbamic acid methyl ester

HRID 1784885

Reaktionsgleichung

Reaktionsgleichung von HRID 1784885
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([I:9])[CH:8]=1)[NH2:5].N1C=CC=CC=1.Cl[C:17]([O:19][CH3:20])=[O:18]>C(Cl)Cl>[CH3:20][O:19][C:17](=[O:18])[NH:5][C:4]1[CH:6]=[C:7]([I:9])[CH:8]=[C:2]([Br:1])[CH:3]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 454803883-Bromo-5-iodoaniline

Produkt 1

HCID 68843615(3-Bromo-5-iodo-phenyl)-carbamic acid methyl esterAusbeute 99,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 3-bromo-5-iodo-aniline (0.60 g, 2.01 mmol) and pyridine (0.65 mL, 8.06 mmol) in CH2Cl2 (15 mL) at 0° C. was added methyl chloroformate (0.17 mL, 2.22 mmol). The reaction mixture was allowed to warm to room temperature and was stirred for 12 hours. The reaction mixture was washed with twice with 5 mL 1 M HCl and 5 mL brine. The organic layer was dried over Na2SO4 and concentrated to give 0.71 g (99%) of (3-bromo-5-iodo-phenyl)-carbamic acid methyl ester.

Aufarbeitung

  1. washThe reaction mixture was washed with twice with 5 mL 1 M HCl and 5 mL brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5d996fc57382415498ebbc3808665e3b
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504401B2

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