Formic Acid → 5-[[Formyl(methyl)amino]methyl]-2-nitro-benzoic acid

HRID 1037806ノート

反応式

HRID 1037806 の反応式
[CH:1]([OH:3])=[O:2].C(O[C:8](=[O:10])C)(=O)C.C([O-])=O.[Na+].[CH3:15][NH:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([N+:27]([O-:29])=[O:28])=[C:22]([CH:26]=1)C(O)=O>O>[CH:8]([N:16]([CH2:17][C:18]1[CH:26]=[CH:22][C:21]([N+:27]([O-:29])=[O:28])=[C:20]([CH:19]=1)[C:1]([OH:3])=[O:2])[CH3:15])=[O:10]

参加物

6

反応物 4

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 2723810Sodium FormateHCID 580183295-(Methylaminomethyl)-2-nitro-benzoic acid

生成物 1

HCID 580183265-[[Formyl(methyl)amino]methyl]-2-nitro-benzoic acid収率 87%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a 100 mL volume egg plant-shaped flask, there were added 4.0 mL of formic acid and 2.7 mL of acetic anhydride and the mixture was stirred at room temperature. Subsequent to this, 0.65 g of sodium formate and 5.58 g (content: 71.7 wt %) of 5-(N-methyl-aminomethyl)-2-nitrobenzoic acid were added to the foregoing mixture in two portions and then the resulting mixture was stirred at room temperature for one hour. After the confirmation of the progress of the reaction by HPLC, 32 mL of water was added thereto to separate out crystals and to form a slurry and then cooled to 9° C. and stirred overnight. The solid separated out of the reaction liquid was filtered off, washed with water, dried under reduced pressure to thus obtain 3.95 g of the title compound as a white crystalline solid (yield: 87%).

後処理

  1. stirringthe resulting mixture was stirred at room temperature for one hour
  2. additionwas added
  3. customto separate out crystals
  4. customto form a slurry
  5. temperaturecooled to 9° C.
  6. stirringstirred overnight
  7. customThe solid separated out of the reaction liquid
  8. filtrationwas filtered off
  9. washwashed with water

出典と根拠

ORDレコード
ord-622c825af6174ca48d36310d00aa535a
出典データセット
uspto-grants-2013_10
特許番号
US08546610B2

反応ノート

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