Oxalyl chloride → HCID 57212797, compound

HRID 1531439Notes

Reaction equation

HRID 1531439 reaction equation
[Cl:1][C:2](=[CH:6][C:7]1[CH:12]=[C:11]([C:13]2[C:17]([Cl:18])=[C:16]([O:19][CH:20]([F:22])[F:21])[N:15]([CH3:23])[N:14]=2)[C:10]([F:24])=[CH:9][C:8]=1[Cl:25])[C:3]([OH:5])=O.C(Cl)(=O)C([Cl:29])=O>C1(C)C=CC=CC=1.CN(C)C=O>[Cl:1][C:2](=[CH:6][C:7]1[CH:12]=[C:11]([C:13]2[C:17]([Cl:18])=[C:16]([O:19][CH:20]([F:21])[F:22])[N:15]([CH3:23])[N:14]=2)[C:10]([F:24])=[CH:9][C:8]=1[Cl:25])[C:3]([Cl:29])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 57191721HCID 57191721, compound

Product 1

HCID 57212797HCID 57212797, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 27 g of 2-chloro-3-(2-chloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluorophenyl)acrylic acid (64 mmol) in 200 ml of toluene was treated with 3 drops of dimethylformamide and 33 g (0.26 mol) of oxalyl chloride. The mixture was subsequently stirred at 90° C. until the vigorous evolution of gas had ceased (after approximately 2.5 hours). The reaction mixture was then concentrated. Yield: 26 g of crude product which was further reacted without purification.

Workup

  1. custom(after approximately 2.5 hours)
  2. concentrationThe reaction mixture was then concentrated
  3. customYield: 26 g of crude product which was further reacted without purification

Sources & evidence

ORD record
ord-f954a1fe24784e8e8c500b94b5348d81
Source dataset
uspto-grants-2001_03
Patent number
US06197973B1

Reaction notes

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