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Pyruvic Acid → 2-(2,4-Difluorophenylhydrazono)propionic acid

HRID 34249
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HRID 34249 반응식
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[N:10]([O-])=O.[Na+].O.O.[Sn](Cl)Cl.[C:19]([OH:24])(=[O:23])[C:20]([CH3:22])=O>Cl.O>[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH:4][N:10]=[C:20]([CH3:22])[C:19]([OH:24])=[O:23]
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참가 물질

7

반응물 4

HCID 1060Pyruvic AcidHCID 97092,4-DifluoroanilineHCID 61436Stannous chloride dihydrateHCID 23668193Sodium Nitrite

생성물 1

HCID 737628902-(2,4-Difluorophenylhydrazono)propionic acid수율 943.2%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회
HCID 962Water용매3회

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온도
-10 °C

실험 절차

Under a dry nitrogen atmosphere, a stirred solution of 25.8 g (0.20 mol) of 2,4-difluoroaniline in 235 ml of concentrated hydrochloric acid was cooled to -10° C. While maintaining this temperature, a solution of 13.8 g (0.20 mol) of sodium nitrite in 80 mol of water was added dropwise. After complete addition, the mixture was stirred at -10° C. for one hour. A solution of 101.5 g (0.450 mol) of tin (II) chloride dihydrate in 115 ml of concentrated hydrochloric acid was added dropwise to the cold reaction mixture. The resultant mixture was stirred for two hours, allowing the reaction temperature to rise to room temperature. Water (200 ml) was added to the mixture followed by the dropwise addition of 17.6 g (0.020 mol) of pyruvic acid in 200 ml of water. The resultant suspension was stirred vigorously for 45 minutes, and was filtered. The filter cake was dried to yield 40.4 g of 2-(2,4-difluorophenylhydrazono)propionic acid as a solid.

후처리

  1. temperatureWhile maintaining this temperature
  2. additionAfter complete addition
  3. customto rise to room temperature
  4. filtrationwas filtered
  5. customThe filter cake was dried

출처 및 근거

ORD 기록
ord-6c3f3b8d912e4193b828286731f6d825
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04761174

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