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Urea → HCID 22013878, 화합물

HRID 1532737
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HRID 1532737 반응식
S(Cl)(Cl)=O.[CH3:5][O:6][C:7]([CH:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][C:23]2[N:24]=[C:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[O:26][C:27]=2[CH2:28]C)=[CH:16][CH:15]=1)[C:10]([OH:12])=O)=[O:8].[NH2:36][C:37]([NH2:39])=[O:38].C(Cl)(Cl)Cl>O>[CH3:5][O:6][C:7]([CH:9]([CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH2:21][CH2:22][C:23]2[N:24]=[C:25]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[O:26][C:27]=2[CH3:28])=[CH:18][CH:19]=1)[C:10]([NH:36][C:37]([NH2:39])=[O:38])=[O:12])=[O:8]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1176UreaHCID 6212ChloroformHCID 24386Thionyl Chloride2회HCID 22013899HCID 22013899, 화합물

생성물 1

HCID 22013878HCID 22013878, 화합물수율 82.2%

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

Thionyl chloride (4.0 ml) was added to 2-methoxycarbonyl-3-[4-(2-(5-ethyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (4.10 g, 10.0 mmol) obtained in Example 1 and the mixture was stirred with heating at 60° C. for 1 hr. Excess thionyl chloride was evaporated under reduced pressure and urea (900 mg, 15.0 mmol) was added to the residue obtained, which was followed by stirring with heating at 100° C. for 45 min. Chloroform (100 ml) and water (50 ml) were added for partition. The organic layer was washed with saturated brine (50 ml), dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1) to give the title compound (3.71 g, yield 82%) as a white solid.

후처리

  1. additionwas added to the residue
  2. customobtained
  3. stirringby stirring
  4. temperaturewith heating at 100° C. for 45 min
  5. customfor partition
  6. washThe organic layer was washed with saturated brine (50 ml)
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-3b704ba3fb684b4fb4f84a855aee406a
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06204277B1

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