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

HRID 1830706노트

반응식

HRID 1830706 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 iso-cyanate (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-6f7ea9b0c6bb4575a553f1d5053a3aaa
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067506B2

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