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5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride

Basic information Safety Supplier Related

5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride Basic information

Product Name:
5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride
Synonyms:
  • 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride
  • 3- methoxy acetamide -5- (2,3- dihydroxyl procarbamide) -2,4,6- triiodobenzoyl chloride
  • Benzoyl chloride, 3-[[(2,3-dihydroxypropyl)amino]carbonyl]-2,4,6-triiodo-5-[(2-methoxyacetyl)amino]-
  • Iopromide P-1
CAS:
76350-04-4
MF:
C14H14ClI3N2O6
MW:
722.44
Mol File:
76350-04-4.mol
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5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride Chemical Properties

Boiling point:
679.0±55.0 °C(Predicted)
Density 
2.355±0.06 g/cm3(Predicted)
pka
10.45±0.70(Predicted)
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5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride Usage And Synthesis

Uses

5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride is an important intermediate for the synthesis of Iopromide, which is an iodinated contrast medium for X-ray imaging. It is also an important organic reagent for the synthesis of many organic compounds.

Preparation

N-[3,5-Bis(chlorocarbonyl)-2,4,6-triiodophenyl]amine (100g, 0.17mol) ) was added with 100ml of DMA to dissolve, and methoxyacetyl chloride (27.3g, 0.25mol) was added dropwise at 20°C for about 1 hour. The reaction was kept at 20-30°C for 5-8 hours. Cool the mixture to 5°C, water, potassium carbonate (58.7 g, 0.42 mol), 400 ml of dichloromethane, and 3-amino-1,2-propanediol (17.8 g, 0.2 mol) were added dropwise. After 8 hours, 400 ml of cold water was quickly added to the reaction solution. After crystallization, filtered, washed with a small amount of water, and dried to obtain 5-methoxyacetylamino-2,4,6-triiodoisophthalic acid (2,3-dihydroxypropyl)amide chloride.
 

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