Cesium carbonate → HCID 86757556, compound

HRID 383056Notes

Reaction equation

HRID 383056 reaction equation
[C:1]([O:4][CH2:5][C:6]([NH:8][C:9]1[C:10]([I:36])=[C:11]([CH2:25][CH:26]([O:32][C:33](=[O:35])[CH3:34])[CH2:27][O:28][C:29](=[O:31])[CH3:30])[C:12]([I:24])=[C:13]([NH:16][C:17](=[O:23])[CH2:18][O:19][C:20](=[O:22])[CH3:21])[C:14]=1[I:15])=[O:7])(=[O:3])[CH3:2].[C:37]([O:40][CH2:41][CH2:42]Br)(=[O:39])[CH3:38].C(=O)([O-])[O-].[Cs+].[Cs+]>>[C:1]([O:4][CH2:5][C:6]([NH:8][C:9]1[C:14]([I:15])=[C:13]([N:16]([CH2:42][CH2:41][O:40][C:37](=[O:39])[CH3:38])[C:17](=[O:23])[CH2:18][O:19][C:20](=[O:22])[CH3:21])[C:12]([I:24])=[C:11]([CH2:25][CH:26]([O:32][C:33](=[O:35])[CH3:34])[CH2:27][O:28][C:29](=[O:31])[CH3:30])[C:10]=1[I:36])=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 135641-Acetoxy-2-bromoethaneHCID 86757557HCID 86757557, compound

Product 1

HCID 86757556HCID 86757556, compoundYield 12%

Procedure

3,5-Bis-(acetoxyacetamido)-2,4,6-triiodo-(2,3-diacetoxypropyl)benzene, Example 71 a, was alkylated using 2-bromoethyl acetate in the presence of cesium carbonate according to the general procedure given in Example 25a. The reaction product was purified by HPLC to give the two products. 5-Acetoxyacetamido-3-[N-(2-acetoxyethyl)-acetoxyacetamido]-2,4,6-triiodo-(2,3-diacetoxypropyl)benzene was isolated in 12% yield.

Workup

  1. customThe reaction product was purified by HPLC
  2. customto give the two products

Sources & evidence

ORD record
ord-61869b053b0e4a7e8a6ef854338678b3
Source dataset
uspto-grants-2001_10
Patent number
US06310243B1

Reaction notes

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