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

HRID 21666

反応式

HRID 21666 の反応式
C([NH:5][NH:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(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:7](=[O:14])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[NH:5][C:23]([C:15](=[O:22])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:25])([CH3:13])([CH3:9])[CH3:7]

参加物

7

反応物 4

HCID 11915Phenylglyoxylic AcidHCID 31297Methanesulfonyl chlorideHCID 299436N'-tert-butylbenzohydrazideHCID 516892Sodium Bicarbonate

生成物 1

HCID 19367969N'-t-butyl-N-benzoylcarbonyl-N'-benzoylhydrazine収率 65%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 8471Triethylamine溶媒

実験手順

N'-t-butyl-N-benzoylhydrazine (1 g), benzoyl formic acid (1 g) and methanesulfonyl chloride (0.7 g) were stirred in toluene (35 ml) and saturated sodium bicarbonate (15 ml) at approximately 5° C. Triethylamine was added slowly, dropwise to the reaction mixture, and slowly warmed to room temperature. After stirring for 1 hour, the reaction mixture was diluted with toluene (20 ml) and the organic layer was washed several times with water. The organic layers were dried over magnesium sulfate, filtered and the toluene rotavapped off to afford a white gum. The crude product was chromatographed on silica gel (G:230-400 mesh) using a methylene chloride ether solvent system as eluant to afford a 65% yield of a white solid.

後処理

  1. customat approximately 5° C
  2. washthe organic layer was washed several times with water
  3. dry with materialThe organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. customto afford a white gum
  6. customThe crude product was chromatographed on silica gel (G:230-400 mesh)

出典と根拠

ORDレコード
ord-5c1f70365848435ead7e43c74e189906
出典データセット
uspto-grants-1995_06
特許番号
US05424333

関連ノート

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