Hydrochloric Acid → 5-(Carbamoyl)-2,4,6-triiodoisophthalic acid

HRID 728002Notes

Reaction equation

HRID 728002 reaction equation
[C:1]([C:3]1[C:4]([I:17])=[C:5]([C:14]([OH:16])=[O:15])[C:6]([I:13])=[C:7]([C:11]=1[I:12])[C:8]([OH:10])=[O:9])#[N:2].[OH-:18].[Na+].Cl>O>[C:1]([C:3]1[C:11]([I:12])=[C:7]([C:8]([OH:10])=[O:9])[C:6]([I:13])=[C:5]([C:4]=1[I:17])[C:14]([OH:16])=[O:15])(=[O:18])[NH2:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 30184445-Cyano-2,4,6-triiodoisophthalic acid

Product 1

HCID 30188205-(Carbamoyl)-2,4,6-triiodoisophthalic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 g of 5-cyano-2,4,6-triiodoisophthalic acid is suspended in 400 ml of water and dissolved by adding 20 g of sodium hydroxide. The solution is maintained at +60° C. for 3 hours, then poured under agitation into 60 ml of concentrated hydrochloric acid. After several hours of stirring in an ice bath, the precipitate is vacuum-filtered, washed with a small amount of ice-cooled water, and dried at 50° C., thus obtaining 98 g (=95% of theory) or 5-carbamoyl-2,4,6-triiodoisophthalic acid having a decomposition point of above 280° C., as a white powder.

Workup

  1. dissolutiondissolved
  2. temperatureThe solution is maintained at +60° C. for 3 hours
  3. filtrationthe precipitate is vacuum-filtered
  4. washwashed with a small amount of ice-
  5. temperaturecooled water
  6. customdried at 50° C.

Sources & evidence

ORD record
ord-0e09b39ba1be4015aa7cdd5c96a0144a
Source dataset
uspto-grants-1991_09
Patent number
US05047228

Reaction notes

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