Hydrochloric Acid → o-Carbamoyl-alpha-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]acetanilide monohydrochloride monohydrate

HRID 1381200노트

반응식

HRID 1381200 반응식
C(=O)([O-])[O-:2].[K+].[K+].[C:7]([C:10]1[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=1[NH2:12])(=[O:9])[NH2:8].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:34]=[CH:35][C:36]=1[O:37][CH3:38])[C:22]([N:24]1[CH2:29][CH2:28][N:27]([CH2:30][C:31]([Cl:33])=[O:32])[CH2:26][CH2:25]1)=[O:23].Cl.Cl.C(O)C>O.CC(C)=O.CC(C)=O>[OH2:2].[ClH:33].[C:7]([C:10]1[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=1[NH:12][C:31](=[O:32])[CH2:30][N:27]1[CH2:28][CH2:29][N:24]([C:22](=[O:23])[C:21]2[CH:34]=[CH:35][C:36]([O:37][CH3:38])=[C:19]([O:18][CH3:17])[CH:20]=2)[CH2:25][CH2:26]1)(=[O:9])[NH2:8]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 6942AnthranilamideHCID 11430Potassium CarbonateHCID 21887872Ethanol hydrochlorideHCID 23323533[4-(3,4-Dimethoxybenzoyl)-1-piperazinyl]acetyl chloride

생성물 1

HCID 23323531o-Carbamoyl-alpha-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]acetanilide monohydrochloride monohydrate

시약·촉매·용매 2

HCID 180Acetone용매HCID 18366337Propan-2-one--water (1/1)용매

실험 절차

8.28 Grams of potassium carbonate was dissolved in 50 ml of water-acetone (1:2), then 13.6 g of o-carbamoylaniline was added thereto. Under ice-cooled condition, an acetone solution of 34.4 g of [4-(3,4-dimethoxybenzoyl)-1-piperazinyl]acetyl chloride was added dropwise to the said mixture, then the reaction was carried out at a room temperature for 3 hours. Acetone was removed by distillation, the residue obtained was extracted with chloroform and the extract was washed with water, dried then chloroform was removed by distillation. The residue obtained was purified by a silica gel column chromatography, the product obtained was converted into a hydrochloride by adding hydrochloric acid-ethanol, recrystallized from water-acetone to obtain 16 g of o-carbamoyl-α-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]acetanilide monohydrochloride monohydrate in the form of colorless needle-like crystals. Melting point: 122.0°-125.0° C. (decomposed).

후처리

  1. temperatureUnder ice-cooled condition
  2. customAcetone was removed by distillation
  3. customthe residue obtained
  4. extractionwas extracted with chloroform
  5. washthe extract was washed with water
  6. customdried
  7. customchloroform was removed by distillation
  8. customThe residue obtained
  9. customwas purified by a silica gel column chromatography
  10. customthe product obtained
  11. customrecrystallized from water-acetone

출처 및 근거

ORD 기록
ord-6bc665541a32462597bd3a8a4da1b40b
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04585774

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