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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 265751Generated: October 28, 2026

Hydrochloric Acid → 5-(2-Chloroacetamido)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

https://huagongshe.com/reaction/265751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant5-(2-Chloroacetamido)-2,4,6-triiodo-N,N'-bis(2,3-bis(2-chloroacetoxy)propyl)isophthalamideHCID 11018615—
SolventDimethylacetamideHCID 31374—
Product5-(2-Chloroacetamido)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamideHCID 1110472088.4%

Reaction Steps

N,N'-bis[2,3-di(2-chloroacetoxy)propyl]-5-(2-chloroacetamido)-2,4,6-triiodoisophthalamide in N,N-dimethylacetamide, from Example 1, was hydrolyzed by adding 156 mL of 10N sodium hydroxide solution (1.56 moles). Water (100 mL) was then added to the mixture to give a homogeneous solution. 1N Hydrochloric acid (59 mL, 0.59 moles) was added to precipitate the N,N'-bis (2,3-dihydroxypropyl)-5-(2-chloroacetamido)-2,4,6-triiodoisophthalamide. The precipitate was collected and washed with water. The wet product was dried at 60° C. in a vacuum oven to give 81.69 g of product, 88.4% yield. The material was 100 % pure by HPLC analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05648536
Source datasetuspto-grants-1997_07
ORD IDord-ee7bc0a7dbfc45bf962a3870e1bc6bd9
Source noteuspto-grants-1997_07