Water → N-(2-dimethylaminoethyl)-4-(benzoxazol-2-yl)-2-nitroaniline

HRID 74311노트

반응식

HRID 74311 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])[O-].[K+].[K+].[CH3:26][N:27]([CH3:31])[CH2:28][CH2:29][NH2:30].O>C(#N)C>[CH3:26][N:27]([CH3:31])[CH2:28][CH2:29][NH:30][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 66053N,N-DimethylethylenediamineHCID 219909702-(4-Fluoro-3-nitrophenyl)benzoxazole

생성물 1

HCID 67498833N-(2-dimethylaminoethyl)-4-(benzoxazol-2-yl)-2-nitroaniline수율 95%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 2-(4-fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (200 mg, 0.775 mmol) in acetonitrile (5 mL) was added potassium carbonate (214 mg, 1.55 mmol) and N,N-dimethylethylenediamine (82 mg, 0.93 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, this was cooled to room temperature, water was added, and after the precipitated crystals were filtered and washed with water, they were dried to yield the title compound (240 mg, 95% yield) as orange crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 3 hours
  3. filtrationafter the precipitated crystals were filtered
  4. washwashed with water, they
  5. customwere dried

출처 및 근거

ORD 기록
ord-f0548328b9ba49da8773e3c330c166e1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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