Dimethylformamide → 2-Bromo-5-(2-oxazolyl)benzeneacetyl chloride

HRID 1457185Notes

Reaction equation

HRID 1457185 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[CH:11][N:12]=2)=[CH:4][C:3]=1[CH2:13][C:14]([OH:16])=O.CN(C)C=O.C(Cl)(=O)C([Cl:25])=O>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[CH:11][N:12]=2)=[CH:4][C:3]=1[CH2:13][C:14]([Cl:25])=[O:16]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 221037392-Bromo-5-(2-oxazolyl)benzeneacetic acid

Product 1

HCID 221035042-Bromo-5-(2-oxazolyl)benzeneacetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the title compound of Step (B) and 0.048 ml dimethylformamide (DMF) in 19 ml CH2Cl2, oxalyl chloride (2M in CH2Cl2, 2.38 ml, 4.75 mmol) was added. The reaction was stirred at room temperature for 1 hour and concentrated to give the title compound of this step as a gum.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-22120d8aaa6b419794a989583b536f0d
Source dataset
uspto-grants-1998_12
Patent number
US05846990

Reaction notes

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