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Sodium Hydroxide → HCID 178425875、化合物

HRID 968803
ノート
印刷プレビュー

反応式

HRID 968803 の反応式
[CH:1]([NH:3][C:4]1[C:5]([N+:15]([O-])=O)=[C:6]([C:10](Br)=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=[O:8])=O.[OH-].[Na+]>[Pd]>[CH3:13][C:12]1[C:4]2[NH:3][CH:1]=[N:15][C:5]=2[C:6]([C:7]([OH:9])=[O:8])=[CH:10][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 590163123-(Formylamino)-6-bromo-4-methyl-2-nitrobenzoic Acid

生成物 1

HCID 178425875HCID 178425875、化合物

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

A mixture of 3-(Formylamino)-6-bromo-4-methyl-2-nitrobenzoic Acid (21) (1.055 g, 3.68 mmol) and palladium on carbon (10% Pd/C, 0.228 g) in aqueous NaOH (0.294 g, 7.35 mmol of solid NaOH in 100 mL of H2O) is hydrogenated under hydrogen pressure (40 psi) for about 16 hours. The reaction mixture is cooled to ambient temperature and filtered through a pad of Celite. The filtrate is acidified with HCO2H (about 25 mL) and heated to reflux for about 2 hours. The reaction mixture is cooled and concentrated in vacuo to give a beige solid. The solids are triturated in hot methanol (50 mL), cooled slowly to ambient temperature, and filtered to give 7-Methyl-1H-benzimidazole-4-carboxylic Acid (22), as beige solid (0.495 g, 81% yield).

後処理

  1. customfor about 16 hours
  2. filtrationfiltered through a pad of Celite
  3. temperatureheated
  4. temperatureto reflux for about 2 hours
  5. temperatureThe reaction mixture is cooled
  6. concentrationconcentrated in vacuo
  7. customto give a beige solid
  8. customThe solids are triturated in hot methanol (50 mL)
  9. temperaturecooled slowly to ambient temperature
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-42628da98f7b47ff8d6f21575b07c01d
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07304084B2

反応ノート

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