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Triethylamine → (E)-N,N-diallyl-4-(2-(4-bromophenyl)vinylsulfonamido)pyridine-3-sulfonamide

HRID 2283347
ノート
印刷プレビュー

反応式

HRID 2283347 の反応式
C(N(CC)CC)C.[CH2:8]([N:11]([CH2:22][CH:23]=[CH2:24])[S:12]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[NH2:21])(=[O:14])=[O:13])[CH:9]=[CH2:10].[Br:25][C:26]1[CH:31]=[CH:30][C:29](/[CH:32]=[CH:33]/[S:34](Cl)(=[O:36])=[O:35])=[CH:28][CH:27]=1>N1C=CC=CC=1>[CH2:22]([N:11]([CH2:8][CH:9]=[CH2:10])[S:12]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[NH:21][S:34](/[CH:33]=[CH:32]/[C:29]1[CH:30]=[CH:31][C:26]([Br:25])=[CH:27][CH:28]=1)(=[O:35])=[O:36])(=[O:14])=[O:13])[CH:23]=[CH2:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 23084300(E)-2-(4-bromophenyl)ethene-1-sulfonyl chlorideHCID 57750998N,N-diallyl-4-aminopyridine-3-sulfonamide

生成物 1

HCID 57751063(E)-N,N-diallyl-4-(2-(4-bromophenyl)vinylsulfonamido)pyridine-3-sulfonamide収率 60%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

Triethylamine (0.440 mL, 3.16 mmol) added was to a solution of N,N-diallyl-4-aminopyridine-3-sulfonamide (0.40 g, 1.58 mmol) in pyridine (10 mL), the mixture was stirred for 5 min and (E)-2-(4-bromophenyl)ethenesulfonyl chloride (0.53 g, 1.89 mmol) was added. After stirring over night the pyridine was evaporated, diluted hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and the solvent was evaporated. Purification by column chromatography, using chloroform/methanol (97:3) as the eluent, gave the title compound in 60% yield.

後処理

  1. customwas evaporated
  2. additiondiluted hydrochloric acid was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. customthe solvent was evaporated
  6. customPurification by column chromatography

出典と根拠

ORDレコード
ord-1f907b8c63574329bb167839e0a88764
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09145380B2

反応ノート

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