Diethyl (ethoxymethylene)malonate → Diethyl N-[2-(2-pyridinyl)-4-pyrimidinyl]aminomethylenemalonate

HRID 437763

反応式

HRID 437763 の反応式
NC1C=CN=C(C2C=CC=CN=2)N=1.C(OC=C(C(OCC)=O)C(OCC)=O)C.CS(O)(=O)=O.[N:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40]1[N:45]=[C:44]([NH:46][CH:47]=[C:48]([C:54]([O:56][CH2:57][CH3:58])=[O:55])[C:49]([O:51][CH2:52][CH3:53])=[O:50])[CH:43]=[CH:42][N:41]=1>>[N:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40]1[N:45]=[C:44]([NH:46][CH:47]=[C:48]([C:54]([O:56][CH2:57][CH3:58])=[O:55])[C:49]([O:51][CH2:52][CH3:53])=[O:50])[CH:43]=[CH:42][N:41]=1

参加物

4

反応物 3

HCID 6871Diethyl (ethoxymethylene)malonateHCID 124036162-(Pyridin-2-yl)pyrimidin-4-amineHCID 12764726diethyl N-[2-(2-pyridinyl)-4-pyrimidinyl]aminomethylenemalonate methanesulfonate

生成物 1

HCID 12764725Diethyl N-[2-(2-pyridinyl)-4-pyrimidinyl]aminomethylenemalonate

実験手順

A mixture containing 8.7 g. of 4-amino-2-(2-pyridinyl)pyrimidine and 14.2 g. of diethyl ethoxymethylenemalonate was heated in an oil bath at 130°-140° C. for one hour and then cooled to room temperature. To the cooled reaction mixture was added with stirring 300 ml. of ether and the mixture was filtered. To the filtrate was added 4.8 g. of methanesulfonic acid dissolved in 25 ml. of ethanol whereupon there separated an oily material which became a crystalline solid on standing. The solid was collected and recrystallized from ether-ethanol to yield 10.4 g. of diethyl N-[2-(2-pyridinyl)-4-pyrimidinyl]aminomethylenemalonate methanesulfonate, m.p. 162°-164° C.

後処理

  1. additionA mixture containing 8.7 g
  2. customTo the cooled reaction mixture
  3. additionwas added
  4. filtrationof ether and the mixture was filtered
  5. additionTo the filtrate was added 4.8 g
  6. dissolutionof methanesulfonic acid dissolved in 25 ml
  7. customof ethanol whereupon there separated an oily material which
  8. customThe solid was collected
  9. customrecrystallized from ether-ethanol
  10. customto yield 10.4 g

出典と根拠

ORDレコード
ord-ad6d4ba8d1404c4284d2c37bdce2a126
出典データセット
uspto-grants-1977_06
特許番号
US04032523

関連ノート

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