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

HRID 1370066노트

반응식

HRID 1370066 반응식
[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]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 38455902-[(Dimethylamino)methylene]-3-oxo-3-phenylpropanenitrileHCID 178419082HCID 178419082, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ae90bc59464b4eb090e95ada81b2db1f
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06579983B1

반응 노트

불러오는 중…