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Sulfuric Acid → 2-(5-Bromo-1-naphthalenyl)-1,6-dihydro-4-[(1-naphthalenyl)methyl]-6-oxo-5-pyrimidinecarbonitrile

HRID 2232060
ノート
印刷プレビュー

反応式

HRID 2232060 の反応式
C[O-].[Na+].[Na].[C:5]([CH2:7][C:8]([NH2:10])=[O:9])#[N:6].CO[C:13](=[N:25][C:26]([C:28]1[C:37]2[C:32](=[C:33]([Br:38])[CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)=O)[CH2:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1.OS(O)(=O)=O>CO.O>[Br:38][C:33]1[CH:34]=[CH:35][CH:36]=[C:37]2[C:32]=1[CH:31]=[CH:30][CH:29]=[C:28]2[C:26]1[NH:10][C:8](=[O:9])[C:7]([C:5]#[N:6])=[C:13]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[N:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 1118Sulfuric AcidHCID 7898CyanoacetamideHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 19863963Methyl-N-(5-bromo-1-naphthoyl)-2-(1-naphthalenyl)acetimidate

生成物 1

HCID 1358476532-(5-Bromo-1-naphthalenyl)-1,6-dihydro-4-[(1-naphthalenyl)methyl]-6-oxo-5-pyrimidinecarbonitrile
収率 71%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a stirred solution of sodium methoxide, freshly prepared from sodium (1.5 g, 0.065 mol) in methanol (75 mL), was added cyanoacetamide (4.2 g, 0.050 mol). After 2 minutes, methyl-N-(5-bromo-1-naphthoyl)-2-(1-naphthalenyl)acetimidate (21.6 g, 0.050 mol) was added. The resulting mixture was stirred at room temperature for 15 hours, then heated to reflux for 4 hours. After cooling to room temperature, the mixture was neutralized with H2SO4 (1.8 mL) and diluted with water. The product was collected by filtration, washed with water, and dried in vacuo to give a yellow solid (16.4 g, 71%), which was used without purification.

後処理

  1. temperatureheated
  2. temperatureto reflux for 4 hours
  3. temperatureAfter cooling to room temperature
  4. filtrationThe product was collected by filtration
  5. washwashed with water
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-c3cfdf489d0542219c8935832ac1528f
出典データセット
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04786640

反応ノート

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