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Water → 4-Amino-6-(4-nitrophenoxy)pyrimidine

HRID 853509
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HRID 853509 반응식
Cl[C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH3:18].C(O)C.C(OCC)(=O)C.O>CCCCCC>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH2:18])[CH:7]=2)=[CH:10][CH:11]=1)([O-:17])=[O:16]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl Acetate2회HCID 143638504-Chloro-6-(4-nitrophenoxy)pyrimidineHCID 22020343Ethanol, reaction products with ammonia, distn. residues

생성물 1

HCID 229369424-Amino-6-(4-nitrophenoxy)pyrimidine수율 33%

시약·촉매·용매 1

HCID 8058
Hexane
용매

실험 절차

4-Chloro-6-(4-nitrophenoxy)pyrimidine (1.04 g, 4.00 mmol) was heated and stirred in an ammonia-ethanol solution (14%, 10 ml) at 110° C. for 15 minutes using an autoclave. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 1N aqueous sodium hydroxide, water and saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=1:1), and the fraction containing the target substance was concentrated to obtain the title compound (306 mg, 1.32 mmol, 33%) as colorless crystals.

후처리

  1. washthe organic layer was washed with 1N aqueous sodium hydroxide, water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationthe drying agent was filtered off
  4. distillationthe filtrate was distilled off under reduced pressure
  5. customThe obtained crude product
  6. additionthe fraction containing the target substance
  7. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-5bd86fa7d09546ba8d296b50dfc96038
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07253286B2

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