Aminopyrazine → (2-Methoxy-5-nitrophenyl)-3-pyrazin-2-yl-urea

HRID 1821725노트

반응식

HRID 1821725 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[N:12]=[C:13]=[O:14].[NH2:15][C:16]1[CH:21]=[N:20][CH:19]=[CH:18][N:17]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[NH:12][C:13]([NH:15][C:16]1[CH:21]=[N:20][CH:19]=[CH:18][N:17]=1)=[O:14]

참가 물질

4

반응물 2

HCID 78747AminopyrazineHCID 41675852-Methoxy-5-nitrophenyl isocyanate

생성물 1

HCID 22046329(2-Methoxy-5-nitrophenyl)-3-pyrazin-2-yl-urea

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 2-methoxy-5-nitrophenyl isocyanate (5.0 g, 25 mmol) and aminopyrazine (2.5 g, 26 mmol) in tetrahydrofuran (THF, 250 mL) was stirred at reflux for 24 hours. The product was precipitated from the cooled reaction mixture and was collected by filtration, washed with ethyl acetate, and dried in vacuo (4.3 g, 57%). 1H NMR (300 MHz, d6-DMSO) (mixture of rotamers) δ: 10.38 (br, s, 1H), 10.27 (s, 1H), 9.39, 8.88 (2 singlets, 1H), 9.10 (d, 1H), 8.33 (s, 1H), 8.26 (d, 1H), 7.98-8.25 (m, 1H), 7.97-7.84 (m, 1H), 4.05, 4.03 (2 singlets, 77:28 ratio, 3H).

후처리

  1. temperatureat reflux for 24 hours
  2. customThe product was precipitated from the cooled reaction mixture
  3. filtrationwas collected by filtration
  4. washwashed with ethyl acetate
  5. customdried in vacuo (4.3 g, 57%)

출처 및 근거

ORD 기록
ord-c703c8b5b601473fa286eee703c64f2b
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608618B2

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