Sulfuric Acid → HCID 20309624, compound

HRID 437369Notes

Reaction equation

HRID 437369 reaction equation
[C:1]([NH:4][C:5]1[C:6]([I:17])=[C:7]([C:11]([I:16])=[C:12]([NH2:15])[C:13]=1[I:14])[C:8]([OH:10])=[O:9])(=[O:3])[CH3:2].[C:18]1(=[O:25])[O:24][C:22](=O)[CH2:21][CH2:20][CH2:19]1.S(=O)(=O)(O)O>O>[C:22]1(=[O:24])[N:15]([C:12]2[C:11]([I:16])=[C:7]([C:6]([I:17])=[C:5]([N:4]3[C:8](=[O:9])[CH2:7][CH2:6][CH2:2][C:1]3=[O:3])[C:13]=2[I:14])[C:8]([OH:10])=[O:9])[C:18](=[O:25])[CH2:19][CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7940Glutaric anhydrideHCID 155763-Amino-5-acetylamino-2,4,6-triiodobenzoic acid

Product 1

HCID 20309624HCID 20309624, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

From 3-acetamido-5-amino-2,4,6-triiodobenzoic acid. A mixture of 11.4 g. of 3-acetamido-5- amino-2,4,6-triidobenzoic acid, 23 g. of glutaric anhydride and 1 ml. of concentrated sulfuric acid was heated on a steam bath for two and one-half hours. The reaction mixture was stirred with water and the product (14.4 g.) collected by filtration. The product was recrystallized twice from acetone to give 3,5-bis(glutarimido)-2,4,6-triiodobenzoic acid. The same compound is obtained if the 3-acetamido-5-amino-2,4,6-triiodobenzoic acid is replaced by 3,5-diacetamido-2,4,6-triiodobenzoic acid.

Workup

  1. additionA mixture of 11.4 g
  2. filtrationthe product (14.4 g.) collected by filtration
  3. customThe product was recrystallized twice from acetone

Sources & evidence

ORD record
ord-88b2c5714f924fa9b6d9afd7e1fad345
Source dataset
uspto-grants-1977_06
Patent number
US04031088

Reaction notes

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