N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide → N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-acetyloxy-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide

HRID 233062

反応式

HRID 233062 の反応式
[C:1]([O:4][CH2:5][CH:6]([NH:12][C:13]([C:15]1[C:20]([I:21])=[C:19]([N:22]2[CH2:26][CH2:25][CH:24](Br)[C:23]2=[O:28])[C:18]([I:29])=[C:17]([C:30]([NH:32][CH:33]([CH2:39][O:40][C:41](=[O:43])[CH3:42])[CH2:34][O:35][C:36](=[O:38])[CH3:37])=[O:31])[C:16]=1[I:44])=[O:14])[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2]>C(O)(=O)C.C([O-])(=O)C.[Ag+]>[C:1]([O:4][CH2:5][CH:6]([NH:12][C:13]([C:15]1[C:20]([I:21])=[C:19]([N:22]2[CH2:26][CH2:25][CH:24]([O:4][C:1](=[O:3])[CH3:2])[C:23]2=[O:28])[C:18]([I:29])=[C:17]([C:30]([NH:32][CH:33]([CH2:39][O:40][C:41](=[O:43])[CH3:42])[CH2:34][O:35][C:36](=[O:38])[CH3:37])=[O:31])[C:16]=1[I:44])=[O:14])[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2]

参加物

4

反応物 1

HCID 19048411N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide

生成物 1

HCID 19048398N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-acetyloxy-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide収率 163.4%

試薬・触媒・溶媒 2

HCID 11246Silver acetate触媒HCID 176Acetic Acid溶媒

実験手順

N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide (4.00 g, 3.92 mmol) of example 4a was dissolved in glacial acetic acid (40 ml) and treated with silver acetate (3.25 g, 19.50 mmol) at 133°-135° for 26 hours under a nitrogen atmosphere. The suspended solids were filtered off and the solvent was removed in vacuo. The resulting crude residue was treated with acetic anhydride (30 ml) and pyridine (42 ml), after which the volatile components were completely removed Under high vacuum. The resulting product was purified by silica gel flash chromatography to obtain N,N'-bis-[2-acetyloxy-1-(acetyloxymethyl)ethyl]-5-[3-acetyloxy-2-oxo-1-pyrrolidinyl]-2,4,6-triiodo-1,3-benzenedicarboxamide as a pale orange foam (3.20 g, 82% yield).

後処理

  1. filtrationThe suspended solids were filtered off
  2. customthe solvent was removed in vacuo
  3. additionThe resulting crude residue was treated with acetic anhydride (30 ml) and pyridine (42 ml)
  4. customafter which the volatile components were completely removed Under high vacuum
  5. customThe resulting product was purified by silica gel flash chromatography

出典と根拠

ORDレコード
ord-0ee86eb8837746348c044554d782601d
出典データセット
uspto-grants-1997_01
特許番号
US05591846

関連ノート

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