Acetic Acid → HCID 22749381, compound

HRID 1834172Notes

Reaction equation

HRID 1834172 reaction equation
[NH2:1][C:2]1[C:3]([I:23])=[C:4]([C:13]([NH:15][C:16]([CH2:21][OH:22])([CH2:19][OH:20])[CH2:17][OH:18])=[O:14])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7]([OH:9])=[O:8].[C:24]([OH:27])(=O)[CH3:25].S(=O)(=O)(O)O.Cl>O>[NH2:1][C:2]1[C:3]([I:23])=[C:4]([C:13]([NH:15][C:16]([CH2:17][O:18][C:24](=[O:27])[CH3:25])([CH2:19][O:20][C:13](=[O:14])[CH3:4])[CH2:21][O:22][C:7](=[O:8])[CH3:6])=[O:14])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7]([OH:9])=[O:8]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 22749361HCID 22749361, compound

Product 1

HCID 22749381HCID 22749381, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-amino-2,4,6-triiodo-N-[tris(hydroxymethyl) methyl]isophthalamic acid and glacial acetic acid is heated in the presence of a catalytic amount of mineral acid (such as sulfuric acid or dry hydrogen chloride) or a dry cation exchange resin (strong acid form). Molecular sieves may be used to act as a water scavenger. After the reaction is complete the acid catalyst is neutralized, or in the case of use of molecular sieves and the cation-exchange resin, the reaction mixture is filtered. The solution is then concentrated in high vacuum to provide the desired 5-amino-2,4,6-triiodo-N-[tris(acetoxymethyl)methyl]isophthalamic acid in sufficient purity for use as an intermediate.

Workup

  1. filtrationin the case of use of molecular sieves and the cation-exchange resin, the reaction mixture is filtered
  2. concentrationThe solution is then concentrated in high vacuum

Sources & evidence

ORD record
ord-bb827968515d47908daefc48f72e5cb9
Source dataset
uspto-grants-1978_01
Patent number
US04069250

Reaction notes

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