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

HRID 21665
ノート
印刷プレビュー

反応式

HRID 21665 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

HCID 19368006N'-t-butyl-N'-benzoylcarbonyl-N-benzoylhydrazine収率 70%

試薬・触媒・溶媒 2

HCID 1140
Toluene
溶媒
2 回
HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8c3ff157d51443f48a219a96f1d4bdcc
出典データセット
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05424333

反応ノート

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