Diethylcarbamoyl chloride → N,N-dimethyl-2-[(diethylcarbamoyl)oxyimino]-3-methoxyiminobutyramide

HRID 26712

반응식

HRID 26712 반응식
[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[C:4](=[N:10][OH:11])[C:5](=[N:7][O:8][CH3:9])[CH3:6].[H-].[Na+].[H][H].[CH2:18]([N:20]([CH2:24][CH3:25])[C:21](Cl)=[O:22])[CH3:19]>O1CCCC1>[CH3:13][N:2]([CH3:1])[C:3](=[O:12])[C:4](=[N:10][O:11][C:21](=[O:22])[N:20]([CH2:24][CH3:25])[CH2:18][CH3:19])[C:5](=[N:7][O:8][CH3:9])[CH3:6]

참가 물질

6

반응물 4

HCID 6916Diethylcarbamoyl chlorideHCID 24758Sodium hydrideHCID 136099002N,N-dimethyl-2-hydroxyimino-3-methoxyiminobutyramideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 54436333N,N-dimethyl-2-[(diethylcarbamoyl)oxyimino]-3-methoxyiminobutyramide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred mixture of 75 parts of N,N-dimethyl-2-hydroxyimino-3-methoxyiminobutyramide and 1500 parts of tetrahydrofuran was added portionwise over a fifteen-minute period 19 parts of 50% sodium hydride, mineral oil dispersion. The temperature was maintained in the range of 20° C. to 30° C. After about one-half hour, evolution of hydrogen gas ceased, and rapid addition of 55 parts diethylcarbamoyl chloride was begun. The temperature spontaneously rose to 33° C., and rapid thinning-out of the oxime salt slurry occurred. The mixture was refluxed and stirred for three hours. The inorganic solids were then removed by filtration and the product recovered by removal of the solvent under reduced pressure. The residue was twice triturated with hexane and the liquid decanted to remove the mineral oil. After drying, there was obtained 90 parts of N,N-dimethyl-2-[(diethylcarbamoyl)oxyimino]-3-methoxyiminobutyramide, m.p. 59°-61°.

후처리

  1. temperatureThe temperature was maintained in the range of 20° C. to 30° C
  2. waitAfter about one-half hour
  3. customspontaneously rose to 33° C.
  4. temperatureThe mixture was refluxed
  5. customThe inorganic solids were then removed by filtration
  6. customthe product recovered by removal of the solvent under reduced pressure
  7. customThe residue was twice triturated with hexane
  8. customthe liquid decanted
  9. customto remove the mineral oil
  10. customAfter drying

출처 및 근거

ORD 기록
ord-a523c9ba4d524ffdbd3c37d2785780ee
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151296

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