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

HRID 605313
ノート
印刷プレビュー

反応式

HRID 605313 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 962
Water
溶媒
HCID 1049Pyridine溶媒
HCID 6344Dichloromethane溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ab90165e53c14013b1b83a758ed72568
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07910595B2

反応ノート

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