Potassium Carbonate → N,N'-Bis-[2,3-diacetyloxypropyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]2,4,6-triiodo-1,3-benzenedicarboxamide

HRID 233063

反応式

HRID 233063 の反応式
[C:1]([O:4][CH:5]([CH2:34][O:35][C:36](=[O:38])[CH3:37])[CH2:6][NH:7][C:8]([C:10]1[C:15]([I:16])=[C:14]([NH2:17])[C:13]([I:18])=[C:12]([C:19]([NH:21][CH2:22][CH:23]([O:29][C:30](=[O:32])[CH3:31])[CH2:24][O:25][C:26](=[O:28])[CH3:27])=[O:20])[C:11]=1[I:33])=[O:9])(=[O:3])[CH3:2].[Br:39][CH:40]([CH2:44][CH2:45]Br)[C:41](Br)=[O:42].C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[C:1]([O:4][CH:5]([CH2:34][O:35][C:36](=[O:38])[CH3:37])[CH2:6][NH:7][C:8]([C:10]1[C:15]([I:16])=[C:14]([N:17]2[CH2:45][CH2:44][CH:40]([Br:39])[C:41]2=[O:42])[C:13]([I:18])=[C:12]([C:19]([NH:21][CH2:22][CH:23]([O:29][C:30](=[O:32])[CH3:31])[CH2:24][O:25][C:26](=[O:28])[CH3:27])=[O:20])[C:11]=1[I:33])=[O:9])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium Carbonate2 回HCID 98975345-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide TetraacetateHCID 112898262,4-dibromobutanoyl Bromide

生成物 1

HCID 19048424N,N'-Bis-[2,3-diacetyloxypropyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]2,4,6-triiodo-1,3-benzenedicarboxamide

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A solution of N,N'-bis-[2,3-diacetyloxypropyl]-5-amino-2,4,6-triiodo-1,3-benzenedicar boxamide (8.73 g, 10 mmol) in N,N-dimethylacetamide (100 ml) was treated with 2,4-dibromobutyroyl bromide (4.02 g, 13.0 mmol) under an atmosphere of nitrogen and the reaction mixture was stirred for 50 hours at ambient temperature. The mixture was then treated with ground potassium carbonate (1.65 g, 12.0 mmol) and stirred for 30 minutes at ambient temperature. An additional portion (1.65 g, 12.0 mmol) of finely ground potassium carbonate was added and the mixture was stirred for 1.9 hours. The suspended salts were filtered and the solvent was evaporated to obtain a brown oil. This crude product was purified by silica gel flash chromatography to isolate N,N'-Bis-[2,3-diacetyloxypropyl]-5-[3-bromo-2-oxo-1-pyrrolidinyl]2,4,6-triiodo-1,3-benzenedicarboxamide, as a white powder (7.28 g, 71% yield), m.p. 110°-112°.

後処理

  1. stirringstirred for 30 minutes at ambient temperature
  2. stirringthe mixture was stirred for 1.9 hours
  3. filtrationThe suspended salts were filtered
  4. customthe solvent was evaporated
  5. customto obtain a brown oil
  6. customThis crude product was purified by silica gel flash chromatography

出典と根拠

ORDレコード
ord-bb8e395e9c6b4812b5103d40111acd54
出典データセット
uspto-grants-1997_01
特許番号
US05591846

関連ノート

読み込み中…