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p-Toluenesulfonic acid → 2-(2,5-Diphenyl-pyrrol-1-ylimino)-3-(2,5-dipyridine-3-yl-pyrrol-1-ylimino)-butane

HRID 1265295
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HRID 1265295 반응식
[C:1]1([C:7]2[N:8]([N:18]=[C:19]([CH3:23])[C:20](=O)[CH3:21])[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C=O)C.[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]2[N:36]([NH2:46])[C:37]([C:40]3[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=3)=[CH:38][CH:39]=2)[CH:30]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1.O>[C:1]1([C:7]2[N:8]([N:18]=[C:19]([C:20](=[N:46][N:36]3[C:37]([C:40]4[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=4)=[CH:38][CH:39]=[C:35]3[C:31]3[CH:30]=[N:29][CH:34]=[CH:33][CH:32]=3)[CH3:21])[CH3:23])[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 6228DimethylformamideHCID 186154692,5-Di-pyridin-3-yl-pyrrol-1-ylamineHCID 571252783-(2,5-Diphenyl-pyrrol-1-ylimino)-butan-2-one

생성물 1

HCID 725005572-(2,5-Diphenyl-pyrrol-1-ylimino)-3-(2,5-dipyridine-3-yl-pyrrol-1-ylimino)-butane

시약·촉매·용매 2

HCID 962
Water
용매
HCID 1140Toluene용매

실험 절차

A suspension of 3-(2,5-Diphenyl-pyrrol-1-ylimino)-butan-2-one (1.0 g, 3.4 mmol) in toluene (12 ml) is treated with DMF (6 ml), 2,5-di-pyridin-3-yl-pyrrol-1-ylamine (850 mg, 3.6 mmol) and p-toluene sulfonic acid (30 mg). The resulting suspension is fitted with a Dean Stark trap and heated to reflux with azeotropic removal of water in an oil bath until no starting materials remain by TLC. The solution is cooled to rt and concentrated in vacuo. The residue is purified by flash chromatography to afford 2-(2,5-diphenyl-pyrrol-1-ylimino)-3-(2,5-dipyridine-3-yl-pyrrol-1-ylimino)-butane.

후처리

  1. customThe resulting suspension is fitted with a Dean Stark trap
  2. temperatureheated
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-20de498ededb4725b7aaa9335124e3e1
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06545108B1

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