Potassium Iodide → HCID 19422752, compound

HRID 745032Notes

Reaction equation

HRID 745032 reaction equation
[C:1](=[O:44])([O:6][CH2:7][CH2:8][N:9]([C:41](=[O:43])[CH3:42])[C:10]1[C:15]([I:16])=[C:14]([C:17]([N:19]([CH:21]2[CH2:25][O:24][C:23]([CH3:27])([CH3:26])[O:22]2)[CH3:20])=[O:18])[C:13]([I:28])=[C:12]([C:29]([N:31]([CH:33]2[CH2:37][O:36][C:35]([CH3:39])([CH3:38])[O:34]2)[CH3:32])=[O:30])[C:11]=1[I:40])[O:2][CH:3](Cl)[CH3:4].[C:45]([NH:48][C:49]1[C:50]([I:65])=[C:51]([N:60]([C:62](=[O:64])[CH3:63])[CH3:61])[C:52]([I:59])=[C:53]([C:56]([O-:58])=[O:57])[C:54]=1[I:55])(=[O:47])[CH3:46].[K+].[I-].[K+]>CN(C=O)C>[C:45]([NH:48][C:49]1[C:50]([I:65])=[C:51]([N:60]([C:62](=[O:64])[CH3:63])[CH3:61])[C:52]([I:59])=[C:53]([C:56]([O:58][CH:3]([O:2][C:1]([O:6][CH2:7][CH2:8][N:9]([C:41](=[O:43])[CH3:42])[C:10]2[C:15]([I:16])=[C:14]([C:17]([N:19]([CH:21]3[CH2:25][O:24][C:23]([CH3:27])([CH3:26])[O:22]3)[CH3:20])=[O:18])[C:13]([I:28])=[C:12]([C:29]([N:31]([CH:33]3[CH2:37][O:36][C:35]([CH3:39])([CH3:38])[O:34]3)[CH3:32])=[O:30])[C:11]=2[I:40])=[O:44])[CH3:4])=[O:57])[C:54]=1[I:55])(=[O:47])[CH3:46]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 19422760HCID 19422760, compoundHCID 23717801potassium 5-(N-acetylamino)3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate

Product 1

HCID 19422752HCID 19422752, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

1-Chloroethyl 2-(N-(3,5-bis-((2,2-dimethyl-1,3-dioxolan-4-yl)-methylaminocarbonyl)-2,4,6-triiodophenyl)-acetylamino)ethyl carbonate (3.1 g, 3.3 mmol) was added at room temperature to a solution of potassium 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate (2.00 g, 3 mmol) and potassium iodide (50 mg, 0.3 mmol) in dry DMF. After stirring at 50° C. for 18 hours and at room temperature for one day the solvent was removed at reduced pressure. The residue was suspended in chloroform (50 ml) and DMF (5 ml) and washed twice with a sodium hydrogen carbonate solution and twice with water. After treatment of the organic phase with magnesium sulfate and charcoal the solution was evaporated to dryness. Yield: 2.65 g. FAB-MS: M+1=1528.

Workup

  1. customwas removed at reduced pressure
  2. washDMF (5 ml) and washed twice with a sodium hydrogen carbonate solution and twice with water
  3. customAfter treatment of the organic phase with magnesium sulfate and charcoal the solution was evaporated to dryness

Sources & evidence

ORD record
ord-0373958e2e02452fa122d84cc5d9b4d9
Source dataset
uspto-grants-1996_09
Patent number
US05559266

Reaction notes

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