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Hydrochloric Acid → HCID 13912581, 화합물

HRID 1788696
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HRID 1788696 반응식
[CH3:1][C:2]1[NH:3][CH:4]([O:31]C)[N:5]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].Cl>O1CCCC1CO>[CH3:1][C:2]1[NH:3][C:4](=[O:31])[N:5]([S:22]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)(=[O:24])=[O:23])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86741697HCID 86741697, 화합물

생성물 1

HCID 13912581HCID 13912581, 화합물수율 40.8%

시약·촉매·용매 1

HCID 7360Tetrahydrofurfuryl alcohol용매

실험 절차

A solution of 1, 2, 3, 6-tetrahydro-4-methyl-6-(3-nitrophenyl)-2-methoxy-1-(phenylsulfonyl)-5 -pyrimidinecarboxylic acid, ethyl ester (1.49 g, 3.24 mmol) in tetrahydrofuran-methanol (20 ml each) was treated with 5N hydrochloric acid (5.0 ml) and stirred at room temperature overnight. The reaction mixture was evaporated and partitioned between ethyl acetate and water. The organic phase was washed with saturated sodium bicarbonate and saturated sodium chloride. Flash chromatography (acetone/hexanes (1:5)) and crystallization from dichloromethane/isopropyl ether gave the title compound as white crystals (589 mg), melting point 187°-188° C. 3 Analysis Calc'd. for C20H19N3O7S: C, 53.93; H, 4.30; N, 9.43; S, 7.20. Found: C, 53.71; H, 4.19; N, 9.27; S, 7.13.

후처리

  1. customThe reaction mixture was evaporated
  2. custompartitioned between ethyl acetate and water
  3. washThe organic phase was washed with saturated sodium bicarbonate and saturated sodium chloride
  4. customFlash chromatography (acetone/hexanes (1:5)) and crystallization from dichloromethane/isopropyl ether

출처 및 근거

ORD 기록
ord-c8cc252a4d154990bb69632f1a9aae94
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04684656

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