Acetone → HCID 23373573, compound

HRID 865904Notes

Reaction equation

HRID 865904 reaction equation
[NH2:1][C:2]1[C:3]([I:16])=[C:4]([C:13]([OH:15])=O)[C:5]([I:12])=[C:6]([C:9]([OH:11])=O)[C:7]=1[I:8].[CH:17]([NH2:20])([CH3:19])[CH3:18].[CH3:21][C:22]([CH3:24])=O.CC([N:28](C)C)=O>>[CH:17]([NH:20][C:9]([C:6]1[C:7]([I:8])=[C:2]([NH2:1])[C:3]([I:16])=[C:4]([C:13]([NH:28][CH:22]([CH3:24])[CH3:21])=[O:15])[C:5]=1[I:12])=[O:11])([CH3:19])[CH3:18]

Participants

5

Reactant 4

HCID 180AcetoneHCID 6363IsopropylamineHCID 31374DimethylacetamideHCID 30157835-Amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid

Product 1

HCID 23373573HCID 23373573, compound

Procedure

To an ice cool stirred solution of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid, diacid chloride (1.17 g, 2.0 mmol) in 1 mL of dimethylacetamide was added isopropylamine (1.18 g, 20.0 mmol). The solution was stirred at room temperature for 18 hours. The reaction mixture was poured into 20 mL of acetone which resulted in the precipitation of a white solid. The precipitate was filtered, washed with 5 mL acetone and dried in vacuo. The crude title A product was 0.75 g which was used without further purification. TLC (EtOAc/hexane (2:3)) rf 0.6. MS (FAB+): 642 (M+H).

Workup

  1. customresulted in the precipitation of a white solid
  2. filtrationThe precipitate was filtered
  3. washwashed with 5 mL acetone
  4. customdried in vacuo
  5. customwas used without further purification

Sources & evidence

ORD record
ord-2f8f886370c74622988fa97c504e1604
Source dataset
uspto-grants-1996_10
Patent number
US05569446

Reaction notes

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