Bromine → Methyl 5-bromo-2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate

HRID 30345

Reaktionsgleichung

Reaktionsgleichung von HRID 30345
[Cl:1][C:2]([Cl:19])([Cl:18])[C:3]([NH:5][C:6]([NH:8][C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([O:16][CH3:17])=[O:15])=[O:7])=[O:4].[Br:20]Br>C(O)(=O)C>[Br:20][C:11]1[S:10][C:9]([NH:8][C:6]([NH:5][C:3](=[O:4])[C:2]([Cl:1])([Cl:18])[Cl:19])=[O:7])=[C:13]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 59789494Methyl 2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate

Produkt 1

HCID 59789485Methyl 5-bromo-2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a stirred solution of methyl 2-({[(trichloroacetyl)amino]carbonyl}amino)thiophene-3-carboxylate (1 eq) in glacial acetic acid (20 mL) was added a solution of bromine (1.3 eq) in glacial acetic acid (5 mL) slowly over a period of 5 min. After the addition was complete, the resulting dark solution was stirred for 30 mins at RT. The solvent was evaporated under vaccum and the residue was triturated with H2O. The title compound was obtained by filtration (99%) as an off-white solid. The product was used in the next step without any further purification after drying for 2 days under P2O5. LC/MS (ES, M+H=425).

Aufarbeitung

  1. additionAfter the addition
  2. customThe solvent was evaporated under vaccum
  3. customthe residue was triturated with H2O

Quellen und Nachweise

ORD-Eintrag
ord-ef5a843594ce4bdbbd44b4fce50222a8
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423061B2

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