Reaktion #1519111

ord-5dbb31638c184dc6bffc363a77d96fb5

Reaktionsgleichung

CCOC(=O)C(=O)c1csc(NC=O)n1
Ethyl 2-(Formylaminothiazol-4-yl)-2-oxoacetate
O=C1CCC(=O)N1Cl
N-Chlorosuccinimide
O
water
CCOC(=O)C(=O)c1nc(NC=O)sc1Cl
title intermediate
CCOC(=O)C(=O)c1nc(NC=O)sc1Cl
Ethyl 2-(2-Formylamino-5-chlorothiazol-4-yl)-2-oxoacetate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe resulting white precipitate was filtered
  2. 2
    Waschenwashed with water and air
  3. 3
    Sonstigedried

Vorschrift

Ethyl 2-(Formylaminothiazol-4-yl)-2-oxoacetate (9.1 g, 39.87 mmol) (obtained from Aldrich, Milwaukee, Wis.) was slurried in 50 mL of anhydrous DMF. N-Chlorosuccinimide (5.6 g, 41.86 mmol) was added as a solid and the suspension was stirred at room temperature. After 18 hours, the reaction mixture was poured into 500 mL of water. The resulting white precipitate was filtered, washed with water and air dried to afford the title intermediate as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612037B2uspto-grants-2009_11