Sodium Bicarbonate → 2-tert-Butyl-4H-1,3,4-oxadiazin-5(6H)-one

HRID 877154

反応式

HRID 877154 の反応式
Cl[CH2:2][C:3]([NH:5][NH:6][C:7](=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9])=[O:4].C(=O)(O)[O-].[Na+]>CN(C=O)C>[C:8]([C:7]1[O:12][CH2:2][C:3](=[O:4])[NH:5][N:6]=1)([CH3:11])([CH3:10])[CH3:9]

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 54595759N'-(2-chloroacetyl)-2,2-dimethylpropanehydrazide

生成物 1

HCID 581363442-tert-Butyl-4H-1,3,4-oxadiazin-5(6H)-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

8.34 g (43.29 mmol) of N′-(chloroacetyl)-2,2-dimethylpropanehydrazide were dissolved in 800 ml of dry DMF, and 4.24 g (50.52 mmol) of sodium bicarbonate were added. The reaction mixture was heated at 100° C. overnight. After cooling, the solvent was removed on a rotary evaporator, water was added to the residue and the mixture was acidified with 1 N hydrochloric acid. The mixture was extracted three times with ethyl acetate, and the combined organic phases were washed with water, dried over sodium sulfate and concentrated on a rotary evaporator. This gave 5.05 g of the target compound. The crude product was reacted further without further purification.

後処理

  1. temperatureAfter cooling
  2. customthe solvent was removed on a rotary evaporator, water
  3. additionwas added to the residue
  4. extractionThe mixture was extracted three times with ethyl acetate
  5. washthe combined organic phases were washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated on a rotary evaporator
  8. customThe crude product was reacted further without further purification

出典と根拠

ORDレコード
ord-271d273421ed4362b541e84fdde0b38c
出典データセット
uspto-grants-2015_03
特許番号
US08987256B2

関連ノート

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