Formic Acid → 1-Methyl-1H-benzimidazole-5-carboxylic acid

HRID 626241

反応式

HRID 626241 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH:11][CH3:12])[C:5]([OH:7])=[O:6].[CH:13](O)=O>O>[CH3:12][N:11]1[C:10]2[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=2[N:1]=[CH:13]1

参加物

4

反応物 2

HCID 284Formic AcidHCID 115211443-Amino-4-(methylamino)benzoic acid

生成物 1

HCID 49130631-Methyl-1H-benzimidazole-5-carboxylic acid収率 84%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

To a stirred solution of 3-amino-4-(methylamino)benzoic acid (9 g, 1.0 eq) in 50 mL water, was added 50 mL formic acid and heated at 85° C. overnight. The mixture was cooled, concentrated in vacuo, and dissolved in water. Then 2N HCl was added to adjust pH to 1-3. The suspension was filtered and washed with water to give the product (9.7 g, 84%). 1H NMR (400 MHz, DMSO-d6) δ 9.48 (s, 1H), 8.37 (s, 1H), 8.12 (d, J=8.8 Hz, 1H), 8.00 (d, J=8.8 Hz, 1H), 4.06 (s, 3H).

後処理

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. dissolutiondissolved in water
  4. additionThen 2N HCl was added
  5. filtrationThe suspension was filtered
  6. washwashed with water

出典と根拠

ORDレコード
ord-506f69e4209d47d4b3dc23f790744a31
出典データセット
uspto-grants-2016_04
特許番号
US09309211B2

関連ノート

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