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Water → Zomepirac Sodium

HRID 370930
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HRID 370930 반응식
Cl(O)(=O)(=O)=[O:2].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=NC)[C:14]2[N:18]([CH3:19])[C:17]([CH2:20][C:21]([O:23]C)=[O:22])=[CH:16][C:15]=2[CH3:25])=[CH:9][CH:8]=1.S(OC)(OC)(=O)=[O:29].C(=O)(O)[O-].[Na+:39].O>C(Cl)(Cl)Cl.CO>[OH2:2].[OH2:22].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([C:14]2[N:18]([CH3:19])[C:17]([CH2:20][C:21]([O-:23])=[O:22])=[CH:16][C:15]=2[CH3:25])=[O:29])=[CH:9][CH:8]=1.[Na+:39]
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참가 물질

7

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 20275539HCID 20275539, 화합물

생성물 1

HCID 23663418Zomepirac Sodium수율 76%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 6212
Chloroform
용매

실험 절차

Methyl 5-[(4-chlorophenyl)(methylimino)methyl]-1,4-dimethyl-1H-pyrrole-2-acetate perchlorate (1.5 g, 3.6 mmole) was dissolved in chloroform, extracted with saturated aqueous sodium bicarbonate, dried over sodium sulfate, and concentrated. The residue was treated with dimethyl sulfate (0.5 g, 3.9 mmole) and allowed to stand at 18°-30° C. for two hours. The reaction was dissolved in methanol (10 ml) and treated with saturated aqueous sodium bicarbonate (5 ml) and water (2 ml). The solution was heated at reflux overnight, then allowed to cool to room temperature. The solid was isolated by filtration, washed with water, and air dried to yield 0.95 g (76%) of the title compound as a light tan solid, m.p. >230° C.

후처리

  1. extractionextracted with saturated aqueous sodium bicarbonate
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. temperatureThe solution was heated
  5. temperatureat reflux overnight
  6. customThe solid was isolated by filtration
  7. washwashed with water, and air
  8. customdried

출처 및 근거

ORD 기록
ord-71584cf4f66f47c9897f3864fc5e15e4
출처 데이터셋
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04528382

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