Phenylglyoxylic Acid → N'-t-butyl-N'-benzoylcarbonyl-N-benzoylhydrazine

HRID 21665

반응식

HRID 21665 반응식
C([N:5]([C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6])(C)(C)C.[C:15]([C:23]([OH:25])=O)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CS(Cl)(=O)=O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[C:8]([N:6]([C:23]([C:15](=[O:22])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:25])[NH:5][C:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:13])([CH3:9])[CH3:7]

참가 물질

7

반응물 4

HCID 11915Phenylglyoxylic AcidHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 1275961N-(tert-butyl)benzohydrazide

생성물 1

HCID 19368006N'-t-butyl-N'-benzoylcarbonyl-N-benzoylhydrazine수율 70%

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8471Triethylamine용매

실험 절차

N'-t-butyl-N'-benzoylhydrazine (1 g), benzoyl formic acid (0.7 g) and methanesulfonyl chloride (0.7 g) were stirred in toluene (30 ml) and saturated sodium bicarbonate (10 ml) at approximately 5° C. Triethylamine was added slowly, dropwise to the reaction mixture and stirred 1 hour at room temperature. After stirring for 1 hour, the reaction mixture was diluted with toluene (25 ml) and washed with water several times. The organic layers were dried over magnesium sulfate, filtered and the toluene rotavapped off to afford a white solid. After column chromatography, the product was obtained as a white solid in approximately 70% yield.

후처리

  1. customat approximately 5° C
  2. stirringAfter stirring for 1 hour
  3. washwashed with water several times
  4. dry with materialThe organic layers were dried over magnesium sulfate
  5. filtrationfiltered
  6. customto afford a white solid
  7. customAfter column chromatography, the product was obtained as a white solid in approximately 70% yield

출처 및 근거

ORD 기록
ord-8c3ff157d51443f48a219a96f1d4bdcc
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424333

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