Methanesulfonyl chloride → Ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

HRID 14335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 14335
[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.C(N(CC)C(C)C)(C)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>ClCCl>[CH3:21][S:22]([NH:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1)(=[O:24])=[O:23]

Komponenten

5

Edukt 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 319549Ethyl 2-amino-1,3-oxazole-4-carboxylate

Produkt 1

HCID 21086093Ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a 20 ml screw cap vial was added (1 g, 5.8069 mmoles) ethyl 2-amino-1,3-oxazole-4-carboxylate, (10 ml) dichloromethane and (1.39 ml, 7.9797 mmoles, 1.25 eq.) N,N-diisopropylethylamine. To the reaction was then added (0.545 ml, 7.0415 mmoles, 1.1 eq.) methanesulfonyl chloride, and the reaction was agitated for 14 hours. The reaction was then evaporated to dryness and purified using a Biotage silica gel column, resulting in (272 mg) of ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate.

Aufarbeitung

  1. customTo a 20 ml screw cap
  2. customThe reaction was then evaporated to dryness
  3. custompurified
  4. customresulting in (272 mg) of ethyl 2-[(methylsulfonyl)amino]-1,3-oxazole-4-carboxylate

Quellen und Nachweise

ORD-Eintrag
ord-d9638ebdcd4f4839b8b9e1f57a937acf
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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