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P-Phenylenediamine → HCID 58577254, 화합물

HRID 82534
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HRID 82534 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[CH:4][N:3]=1.[C:11]1([NH2:18])[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1>CN1CCCC1=O.O>[N+:8]([C:7]1[C:2]([NH:17][C:14]2[CH:15]=[CH:16][C:11]([NH2:18])=[CH:12][CH:13]=2)=[N:3][CH:4]=[N:5][CH:6]=1)([O-:10])=[O:9]
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참가 물질

5

반응물 2

HCID 7814P-PhenylenediamineHCID 249037774-Chloro-5-nitropyrimidine

생성물 1

HCID 58577254HCID 58577254, 화합물수율 47.3%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A mixture of 4-chloro-5-nitropyrimidine (380 mg) and benzene-1,4-diamine (257 mg) in N-methylpyrrolidone (5 mL) was stirred overnight at ambient temperature. After this time, the reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with saturated sodium bicarbonate (50 mL) then brine (50 mL), dried over sodium sulfate, and filtered and the filtrate was concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, methylene chloride to 3:97 methanol/methylene chloride) to afford N-(5-nitropyrimidin-4-yl)benzene-1,4-diamine (260 mg) as a brown oil.

후처리

  1. extractionextracted with ethyl acetate (3×50 mL)
  2. washThe combined organic layers were washed with saturated sodium bicarbonate (50 mL)
  3. dry with materialbrine (50 mL), dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue obtained
  7. customwas purified by chromatography (silica, methylene chloride to 3:97 methanol/methylene chloride)

출처 및 근거

ORD 기록
ord-a043012d0163485096bbee0536f4b549
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846713B2

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