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 977796노트

반응식

HRID 977796 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 11246Silver acetate촉매HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1bc0d18b93f24d06a62b14f059b85c65
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05614638

반응 노트

불러오는 중…