Chloral → 4-bromo-N-(2,2,2-trichloro-1-hydroxyethyl)furan-2-carboxamide

HRID 1920092Notes

Reaction equation

HRID 1920092 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:7]([NH2:9])=[O:8])[O:5][CH:6]=1.[O:10]=[CH:11][C:12]([Cl:15])([Cl:14])[Cl:13]>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:7]([NH:9][CH:11]([OH:10])[C:12]([Cl:15])([Cl:14])[Cl:13])=[O:8])[O:5][CH:6]=1

Participants

4

Reactant 2

HCID 6407ChloralHCID 575899754-Bromofuran-2-carboxamide

Product 1

HCID 581495354-bromo-N-(2,2,2-trichloro-1-hydroxyethyl)furan-2-carboxamide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 4-bromofuran-2-carboxamide 124 (0.85 g, 4.47 mmol) and chloral (0.78 mL) in xylene was heated at 95° C. for 1.5 hours. The mixture was concentrated to give 4-bromo-N-(2,2,2-trichloro-1-hydroxyethyl)furan-2-carboxamide 125 as a tan solid that was used without further purification.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-85fa58047fe6478994aa4971d1c9303b
Source dataset
uspto-grants-2012_05
Patent number
US08168795B2

Reaction notes

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