Acetone Cyanohydrin → 1,1'-Ethylenebis(4-acetyl-3,3,5,5-tetramethyl-2-piperazinone)

HRID 1906256

반응식

HRID 1906256 반응식
[CH2:1]([N:14]1[CH2:19][C:18]([CH3:21])([CH3:20])[NH:17][C:16]([CH3:23])([CH3:22])[C:15]1=[O:24])[CH2:2][N:3]1[CH2:8][C:7]([CH3:10])([CH3:9])[NH:6][C:5]([CH3:12])([CH3:11])[C:4]1=[O:13].NC(C)(C)CNCCN.C[C:35](C)([OH:38])[C:36]#N.[C:40](OC(=O)C)(=[O:42])[CH3:41]>S(=O)(=O)(O)O.C(Cl)Cl>[CH2:2]([N:3]1[CH2:8][C:7]([CH3:9])([CH3:10])[N:6]([C:35](=[O:38])[CH3:36])[C:5]([CH3:12])([CH3:11])[C:4]1=[O:13])[CH2:1][N:14]1[CH2:19][C:18]([CH3:21])([CH3:20])[N:17]([C:40](=[O:42])[CH3:41])[C:16]([CH3:23])([CH3:22])[C:15]1=[O:24]

참가 물질

7

반응물 4

HCID 6406Acetone CyanohydrinHCID 7918Acetic AnhydrideHCID 1169791,1'-Ethylenebis(3,3,5,5-tetramethylpiperazinone)HCID 10898752N,N'-(2-amino-2-methylpropyl)ethylenediamine

생성물 1

HCID 201342741,1'-Ethylenebis(4-acetyl-3,3,5,5-tetramethyl-2-piperazinone)

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 6344Dichloromethane용매

반응 조건

온도
130 °C

실험 절차

31.5 grams (0.1 mole) of 1,1'-ethylenebis(3,3,5,5-tetra- methyl-2-piperazinone), prepared according to Example 6,E of U.S. Pat. No. 4,190,571 from N,N'-(2-amino-2-methylpropyl)-e thylenediamine and acetone cyanohydrin, is dissolved in 102 grams (1.0 mole) of acetic anhydride. After three drops of concentrated sulfuric acid are added to the solution, the mixture is heated for four hours at 130° C. and then cooled to room temperature. Methylene chloride (200 ml.) is added to extract the product into an organic layer which is then washed successively with water and with saturated sodium bicarbonate solution and is finally dried over anhydrous magnesium sulfate. The solvent is removed in vacuo and the residual product is recrystallized from toluene to give 30.4 grams of the above-named product as a white solid, melting at 180°-183° C. (sintering at 170° C.).

후처리

  1. temperaturecooled to room temperature
  2. extractionto extract the product into an organic layer which
  3. washis then washed successively with water and with saturated sodium bicarbonate solution
  4. dry with materialis finally dried over anhydrous magnesium sulfate
  5. customThe solvent is removed in vacuo
  6. customthe residual product is recrystallized from toluene

출처 및 근거

ORD 기록
ord-09f2459ba802461caa8d8699195386c5
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04650870

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