Sodium Hydroxide → 5-Cyano-4-phenyl-N-(3,4,5-trimethoxyphenyl)pyrimidine-2-amine

HRID 1370066ノート

反応式

HRID 1370066 の反応式
[N+]([O-])([O-])=O.[CH3:5][O:6][C:7]1[CH:8]=[C:9]([NH:17][C:18]([NH2:20])=[NH2+:19])[CH:10]=[C:11]([O:15][CH3:16])[C:12]=1[O:13][CH3:14].[C:21]1([C:27](=O)[C:28]([C:33]#N)=[CH:29][N:30](C)C)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+]>C(O)C>[C:29]([C:28]1[C:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:19][C:18]([NH:17][C:9]2[CH:10]=[C:11]([O:15][CH3:16])[C:12]([O:13][CH3:14])=[C:7]([O:6][CH3:5])[CH:8]=2)=[N:20][CH:33]=1)#[N:30]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 38455902-[(Dimethylamino)methylene]-3-oxo-3-phenylpropanenitrileHCID 178419082HCID 178419082、化合物

生成物 1

HCID 98203645-Cyano-4-phenyl-N-(3,4,5-trimethoxyphenyl)pyrimidine-2-amine収率 49.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3,4,5-trimethoxyphenylguanidinium nitrate (1.44 g, 5.0 mmol), 1-phenyl-2-cyano-3-dimethylaminopropen-1-one (1.0 g, 5.0 mmol) and sodium hydroxide (0.22 g, 5.5 mmol) in ethanol (20 ml) was heated at reflux for 18 h. On cooling the resulting precipitate was collected by filtration, washed with water and diethyl ether, then dried to give the title compound (895 mg) as a green solid m.p. 246°. δH (d6DMSO) 10.37 (1H, br s), 8.93 (1H, s), 7.99 (2H, m), 7.60 (3H, m), 7.25 (2H, m), 3.75 (6H, s) and 3.63 (3H, s).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 h
  3. temperatureOn cooling the resulting precipitate
  4. filtrationwas collected by filtration
  5. washwashed with water and diethyl ether
  6. customdried

出典と根拠

ORDレコード
ord-ae90bc59464b4eb090e95ada81b2db1f
出典データセット
uspto-grants-2003_06
特許番号
US06579983B1

反応ノート

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