Water → 5-Acetamido-2,4,6-triiodoisophthaloyl dichloride

HRID 2419636Notes

Reaction equation

HRID 2419636 reaction equation
[I:1][C:2]1[C:10]([C:11]([Cl:13])=[O:12])=[C:9]([I:14])[C:8]([NH2:15])=[C:7]([I:16])[C:3]=1[C:4]([Cl:6])=[O:5].[C:17](Cl)(=[O:19])[CH3:18].O>CC(N(C)C)=O>[I:1][C:2]1[C:3]([C:4]([Cl:6])=[O:5])=[C:7]([I:16])[C:8]([NH:15][C:17](=[O:19])[CH3:18])=[C:9]([I:14])[C:10]=1[C:11]([Cl:13])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 98948585-Amino-2,4,6-triiodoisophthaloyl dichloride

Product 1

HCID 111359725-Acetamido-2,4,6-triiodoisophthaloyl dichlorideYield 99%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To 2,4,6-triiodo-5-amino-isophthalic acid dichloride (150 g; 0.252 mole) in DMAC (300 ml) is added acetyl chloride (80 ml; 4 times the theoretical amount). The mixture is stirred overnight in an ice-water bath. It is then poured over water (1.5 liter). The resulting material is then filtered and washed twice with water, after which it is dried in an oven at 45° C, to give 159 g of product (i.e., in a yield of 99%).

Workup

  1. filtrationThe resulting material is then filtered
  2. washwashed twice with water
  3. customafter which it is dried in an oven at 45° C

Sources & evidence

ORD record
ord-bd2c5f2c82614bff9c869b2aac0d75b9
Source dataset
uspto-grants-1978_08
Patent number
US04107286

Reaction notes

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