Oxalyl chloride → HCID 18439218, compound

HRID 456934Notes

Reaction equation

HRID 456934 reaction equation
C[C:2]1[C:3]([I:15])=[C:4]([O:13][CH3:14])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7](O)=[O:8].C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl.CN(C=O)C>[CH3:14][O:13][C:4]1[C:5]([I:12])=[C:6]([C:10]([I:11])=[CH:2][C:3]=1[I:15])[C:7]([Cl:19])=[O:8]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18439223HCID 18439223, compound

Product 1

HCID 18439218HCID 18439218, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

In a 25 mL round-bottom flask equipped with a condenser, methyl 3-methoxy-2,4,6-triiodobenzoic acid (0.250 g) was suspended in 3 mL anhydrous methylene chloride. Oxalyl chloride (0.58 mL) and one drop of DMF was added. The reaction mixture was stirred for 4 h at RT. The solvent and excess oxalyl chloride were removed by rotary evaporation. The desired acyl chloride was dried under vacuum to give a pale yellow solid which was used in the next step without any further purification. Yield 0.272 g (crude ˜100%)

Workup

  1. customIn a 25 mL round-bottom flask equipped with a condenser
  2. customThe solvent and excess oxalyl chloride were removed by rotary evaporation
  3. dry with materialThe desired acyl chloride was dried under vacuum
  4. customto give a pale yellow solid which
  5. customwas used in the next step without any further purification

Sources & evidence

ORD record
ord-90319bdcf24246e682e3fb8c6971031d
Source dataset
uspto-grants-2007_03
Patent number
US07186797B2

Reaction notes

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