Water → 5-Methoxyacetamido-2,4,6-triiodoisophthaloyl chloride

HRID 1461611Notes

Reaction equation

HRID 1461611 reaction equation
[NH2:1][C:2]1[C:3]([I:16])=[C:4]([C:13]([Cl:15])=[O:14])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7]([Cl:9])=[O:8].[CH3:17][O:18][CH2:19][C:20](Cl)=[O:21].O>CC(N(C)C)=O>[CH3:17][O:18][CH2:19][C:20]([NH:1][C:2]1[C:10]([I:11])=[C:6]([C:7]([Cl:9])=[O:8])[C:5]([I:12])=[C:4]([C:3]=1[I:16])[C:13]([Cl:15])=[O:14])=[O:21]

Participants

5

Reactant 3

HCID 962WaterHCID 96623Methoxyacetyl chlorideHCID 98948585-Amino-2,4,6-triiodoisophthaloyl dichloride

Product 1

HCID 135899615-Methoxyacetamido-2,4,6-triiodoisophthaloyl chloride

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
5 °C

Procedure

5-Amino-2,4,6-triiodoisophthaloyl chloride prepared in Example 1 (59.6 g, 0.1 g-mole) is dissolved in DMAc (100 ml). The solution is cooled to 5° C. and methoxyacetyl chloride (21.7 g 0.2 g-mole) is added slowly keeping the temperature at 5°-10° C. When the addition is complete, the reaction mixture is allowed to warm to room temperature and stirred until the reaction is complete. The solution is cooled to room temperature and poured slowly into 1 L of cold water (0°-5° C.) with stirring to precipitate the product.

Workup

  1. customat 5°-10° C
  2. additionWhen the addition
  3. temperatureto warm to room temperature
  4. temperatureThe solution is cooled to room temperature
  5. stirringwith stirring
  6. customto precipitate the product

Sources & evidence

ORD record
ord-1c8ffdfeb03548e583fdd54c1ef6d714
Source dataset
uspto-grants-1991_12
Patent number
US05075502

Reaction notes

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