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Dimethylformamide → 5-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amide

HRID 605313
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HRID 605313 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=2[N+:17]([O-:19])=[O:18])=[CH:4][CH:3]=1.C(Cl)(=O)C(Cl)=O.CN(C)C=O.[Br:31][C:32]1[CH:33]=[C:34]([CH:36]=[CH:37][CH:38]=1)[NH2:35]>ClCCl.C(OCC)(=O)C.O.N1C=CC=CC=1>[Br:31][C:32]1[CH:33]=[C:34]([NH:35][C:14]([C:12]2[S:13][C:9]([S:8][C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:16])[CH:36]=[CH:37][CH:38]=1
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참가 물질

9

반응물 4

HCID 6228DimethylformamideHCID 115623-BromoanilineHCID 65578Oxalyl chlorideHCID 670406395-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid

생성물 1

HCID 670409995-(4-Hydroxy-phenylsulfanyl)-4-nitro-thiophene-2-carboxylic acid (3-bromo-phenyl)-amide

시약·촉매·용매 4

HCID 962
Water
용매
HCID 1049Pyridine용매
HCID 6344Dichloromethane용매
HCID 8857Ethyl Acetate용매

실험 절차

The product from Example 351C was dissolved in dichloromethane followed by the addition of a solution of oxalyl chloride and a catalytic amount of dimethylformamide. The solution was stirred at room temperature for 3 hours followed by the addition of 3-bromoaniline and pyridine. The resultant solution was stirred at room temperature for 20 hours followed by the addition of water and extraction of the solution with ethyl acetate, the organic extracts dried and concentrated under vacuum to provide the crude product, which was purified by silica gel chromatograpy to provide the title product.

후처리

  1. customthe organic extracts dried
  2. concentrationconcentrated under vacuum
  3. customto provide the crude product, which
  4. customwas purified by silica gel chromatograpy

출처 및 근거

ORD 기록
ord-ab90165e53c14013b1b83a758ed72568
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07910595B2

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