Reaktion #58612

Reaktionsgleichung

2-Amino-5-(4-methoxy-phenyl)-thiophene-3-carboxylic acid methyl ester

trichloroacetyl isocyanate

→

desired product

Methyl 5-(4-methoxyphenyl)-2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Sonstigea precipitate formed

Vorschrift

To a stirred solution of 2-Amino-5-(4-methoxy-phenyl)-thiophene-3-carboxylic acid methyl ester (7.15 g, 27.2 mmol) in anhydrous THF (150 mL) was added trichloroacetyl isocyanate (6.4 mL, 54 mmol) slowly over a period of 5 min. After the addition was complete, a precipitate formed and the reaction stirred for an additional 1 h. The desired product was obtained by filtration to give 6.9 g (56%) an off-white solid. The product was used in the next step without purification 1H NMR (d6-DMSO δ 12.3, br s, 1H; δ 12.2, s, 1H; δ 7.46, d, 2H; δ 7.32, s, 1H; δ 6.85, d, 2H; δ 3.75, s, 3H; δ 3.66, s, 3H), LC/MS (APCI, ES, M+H=451).

Quelle