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Hydrochloric Acid → 5-Cyano-2-(4-methoxybenzenesulfonylamino)-3-methyl-benzoic acid

HRID 583346
ノート
印刷プレビュー

反応式

HRID 583346 の反応式
C[O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8](Br)[CH:7]=[C:6]([CH3:11])[C:5]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14].[Cu][C:26]#[N:27].Cl>O>[C:26]([C:8]1[CH:7]=[C:6]([CH3:11])[C:5]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)(=[O:14])=[O:15])=[C:4]([CH:9]=1)[C:3]([OH:2])=[O:24])#[N:27]
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 313Hydrochloric AcidHCID 542183595-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl esterHCID 178418546HCID 178418546、化合物

生成物 1

HCID 178666685-Cyano-2-(4-methoxybenzenesulfonylamino)-3-methyl-benzoic acid収率 58%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 4.0 g (10 mmol) of the product of Example 10 in 60 mL of pyridi was added 2.0 g (22 mmol) of copper (I) cyanide and the resulting mixture was refluxed for 48 h. The reaction mixture was then cooled to room temperature, poured over cold water, stirred for 16 h and then carefully acidified with concentrated HCl solution. The resulting solid was filtered and washed with water, dissolved in chloroform, dried over MgSO4, filtered and concentrated in vacuo. The residue was triturated with ether, filtered and dried to provide 2.0 g (58%) of the desired product as a white solid. m.p. 175° C.; Electrospray Mass Spec 347 (M+H).

後処理

  1. temperaturethe resulting mixture was refluxed for 48 h
  2. filtrationThe resulting solid was filtered
  3. washwashed with water
  4. dissolutiondissolved in chloroform
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated with ether
  9. filtrationfiltered
  10. customdried

出典と根拠

ORDレコード
ord-4d1050b3766b48859a63e7e4bef86969
出典データセット
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05929097

反応ノート

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