Acetyl chloride → 2',4',6'-Triiodo-3'-acetyl-3-nitrobiphenyl-4-carboxylic acid

HRID 1976505Notes

Reaction equation

HRID 1976505 reaction equation
[I:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[C:4]([I:9])[C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[C:12]([N+:19]([O-:21])=[O:20])[CH:11]=1.[Al+3].[Cl-].[Cl-].[Cl-].[CH3:26][C:27](Cl)=[O:28]>>[I:1][C:2]1[C:7]([C:27](=[O:28])[CH3:26])=[C:6]([I:8])[CH:5]=[C:4]([I:9])[C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[C:12]([N+:19]([O-:21])=[O:20])[CH:11]=1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 223420062',4',6'-Triiodo-3-nitrobiphenyl-4-carboxylic acid

Product 1

HCID 223419962',4',6'-Triiodo-3'-acetyl-3-nitrobiphenyl-4-carboxylic acid

Procedure

Freidel-Crafts acylation is performed on 2′,4′,6′-triiodo-3-nitrobiphenyl-4-carboxylic acid (6) in the presence of AlCl3 and CH3COCl to yield 2′,4′,6′-triiodo-3′-acetyl-3-nitrobiphenyl-4-carboxylic acid (12).

Sources & evidence

ORD record
ord-b5f63c8a78f64760a3debaa0b19a90b1
Source dataset
uspto-grants-2001_05
Patent number
US06226352B1

Reaction notes

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