HCID 21844918, compound → HCID 21844883, compound

HRID 618935Notes

Reaction equation

HRID 618935 reaction equation
[NH2:1][C:2]1[C:3]([I:40])=[C:4]([NH:18][C:19]([NH:21][C:22]2[C:27]([I:28])=[C:26]([C:29]([NH:31][CH2:32][CH:33]([OH:36])[CH2:34][OH:35])=[O:30])[C:25]([I:37])=[C:24]([NH2:38])[C:23]=2[I:39])=[O:20])[C:5]([I:17])=[C:6]([C:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])=[O:10])[C:7]=1[I:8]>C(OC(=O)C)(=O)C.N1C=CC=CC=1.CN(C=O)C>[NH2:38][C:24]1[C:23]([I:39])=[C:22]([NH:21][C:19]([NH:18][C:4]2[C:5]([I:17])=[C:6]([C:9]([NH:11][CH2:12][CH:13]([O:16][C:9](=[O:10])[CH3:6])[CH2:14][O:15][C:14](=[O:15])[CH3:13])=[O:10])[C:7]([I:8])=[C:2]([NH2:1])[C:3]=2[I:40])=[O:20])[C:27]([I:28])=[C:26]([C:29]([NH:31][CH2:32][CH:33]([O:36][C:34](=[O:35])[CH3:33])[CH2:34][O:35][C:29](=[O:30])[CH3:26])=[O:30])[C:25]=1[I:37]

Participants

5

Reactant 1

HCID 21844918HCID 21844918, compound

Product 1

HCID 21844883HCID 21844883, compound

Reagents, catalysts & solvents 3

HCID 1049PyridineSolventHCID 6228DimethylformamideSolventHCID 7918Acetic AnhydrideSolvent

Procedure

N,N'-bis[3-amino-2,4,6-triiodo-5-(2,3-dihydroxypropylaminocarbonyl)phenyl]urea (1.23 g, 1.0 mmol) was dissolved in a mixture of acetic anhydride (5 ml), pyridine (5.5 ml) and DMF (5 ml). The solution was stirred at room temperature for 65 h, and the solvents were evaporated. The residue was dissolved in CH2Cl2 (250 ml) and the solution was washed with water (2×50 ml) 0.1M aqueous HCl (50 ml), water (100 ml) and a saturated aqueous solution of NaHCO3. After drying (Na2SO4) and evaporation, NMR and HPLC analysis of the residue showed an essentially pure product. Yield: 1.0 g (71%).

Workup

  1. customthe solvents were evaporated
  2. dissolutionThe residue was dissolved in CH2Cl2 (250 ml)
  3. washthe solution was washed with water (2×50 ml) 0.1M aqueous HCl (50 ml), water (100 ml)
  4. customAfter drying
  5. custom(Na2SO4) and evaporation, NMR and HPLC analysis of the residue

Sources & evidence

ORD record
ord-d7eb2704a0eb48e5aeade3ee09ff9bb3
Source dataset
uspto-grants-1999_09
Patent number
US05958375

Reaction notes

Loading…