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

HRID 1830706ノート

反応式

HRID 1830706 の反応式
[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]

参加物

4

反応物 2

HCID 78747AminopyrazineHCID 41675852-Methoxy-5-nitrophenyl isocyanate

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-6f7ea9b0c6bb4575a553f1d5053a3aaa
出典データセット
uspto-grants-2006_06
特許番号
US07067506B2

反応ノート

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