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Hydrochloric Acid → N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-formylbenzenesulfonamide

HRID 1380468
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HRID 1380468 반응식
[H-].COCCO[Al+]OCCOC.[Na+].[H-].N1CCOCC1.[CH3:21][O:22][C:23]1[CH:28]=[C:27]([O:29][CH3:30])[N:26]=[C:25]([NH:31][C:32]([NH:34][S:35]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[C:44](OC)=[O:45])(=[O:37])=[O:36])=[O:33])[N:24]=1.Cl>O1CCCC1>[CH3:21][O:22][C:23]1[CH:28]=[C:27]([O:29][CH3:30])[N:26]=[C:25]([NH:31][C:32]([NH:34][S:35]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[CH:44]=[O:45])(=[O:37])=[O:36])=[O:33])[N:24]=1
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6

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HCID 313Hydrochloric AcidHCID 8083MorpholineHCID 10810737N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamideHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydride

생성물 1

HCID 13097377N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-formylbenzenesulfonamide

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
-40 °C

실험 절차

A mixture of 3.0 g of sodium bis(2-methoxyethoxy)aluminum hydride and 0.9 g of morpholine in 25 ml of dry tetrahydrofuran was cooled to -40° C. and 1.0 g of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide was added. The resulting clear homogeneous solution was allowed to warm to room temperature over a period of 2 hours. Dilute hydrochloric acid was added and the mixture was extracted with methylene chloride. The organic extracts were washed, dried and evaporated. The crude product, which contained the desired aldehyde, the unreacted ester and the over-reduced alcohol, was purified by means of dry column chromatography. The purified product had a m.p. of 180° C.

후처리

  1. temperatureto warm to room temperature over a period of 2 hours
  2. extractionthe mixture was extracted with methylene chloride
  3. washThe organic extracts were washed
  4. customdried
  5. customevaporated
  6. customthe unreacted ester and the over-reduced alcohol, was purified by means of dry column chromatography

출처 및 근거

ORD 기록
ord-a80969a626924e2198eda2355c2a788d
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04582525

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