Pyridine → Ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonate

HRID 1776588Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1776588
[C:1](=[O:15])([O:12][CH2:13][CH3:14])[O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([NH2:11])[CH:4]=1.N1C=CC=CC=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(Cl)Cl>[C:1](=[O:15])([O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([NH:11][S:23]([CH3:22])(=[O:25])=[O:24])[CH:4]=1)[O:12][CH2:13][CH3:14]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 134556543-Amino-4-methoxyphenyl ethyl carbonate

Produkt 1

HCID 86679540Ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonateAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-amino-4-methoxyphenyl ethyl carbonate (0.650 g, 3.08 mmol) and pyridine (2.2 ml, 27.2 mmol) in dry DCM (20 ml), methanesulfonyl chloride (1.0 ml, 12.83 mmol) was added at RT, and the resulting mixture was stirred for 3 hours. The volatiles were removed under reduced pressure affording crude ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonate (0.850 g, 2.94 mmol, 95% yield, MS/ESI+312.1 [MNa]+) which was used for the next step without purification.

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bab5a4184e9d4eafbb68d22917e4a23f
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09265768B2

Notizen zur Reaktion

Wird geladen…