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

HRID 1037806노트

반응식

HRID 1037806 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-622c825af6174ca48d36310d00aa535a
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546610B2

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