Chloroform → 4-Acetamido-3-nitrobenzoyl chloride

HRID 2274356Notes

Reaction equation

HRID 2274356 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[N+:14]([O-:16])=[O:15])(=[O:3])[CH3:2].C(Cl)(=O)C([Cl:20])=O.C(Cl)(Cl)Cl>CN(C=O)C>[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:20])=[O:10])=[CH:7][C:6]=1[N+:14]([O-:16])=[O:15])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 65578Oxalyl chlorideHCID 737584-Acetamido-3-nitrobenzoic acid

Product 1

HCID 133540564-Acetamido-3-nitrobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Acetamido-3-nitrobenzoic acid 1 (Alfa Aesar, 5.6 g, 25 mmol), oxalyl chloride (4.76 g, 38 mmol), chloroform (50 ml), DMF (few drops) were stirred at 40° C. for 3 hours. The solvent was removed in vacuo to give a yellow solid that was used in the next step without further purification.

Workup

  1. customThe solvent was removed in vacuo
  2. customto give a yellow solid that
  3. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-8b3aea8008e749688ffeb3ce241dc4ca
Source dataset
uspto-grants-2015_09
Patent number
US09126961B2

Reaction notes

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