Ethyl orthoformate → HCID 11777595、化合物

HRID 31060ノート

反応式

HRID 31060 の反応式
[NH2:1][C:2]1[C:3](=[O:17])[NH:4][C:5](=[S:16])[N:6]([CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[C:7]=1[NH2:8].[CH:18](OCC)(OCC)OCC>CCCCCCC>[CH:10]1([CH2:9][N:6]2[C:7]3[N:8]=[CH:18][NH:1][C:2]=3[C:3](=[O:17])[NH:4][C:5]2=[S:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

参加物

4

反応物 2

HCID 31214Ethyl orthoformateHCID 86601053HCID 86601053、化合物

生成物 1

HCID 11777595HCID 11777595、化合物収率 63%

試薬・触媒・溶媒 1

HCID 8900Heptane溶媒

実験手順

5,6-Diamino-1-cyclohexylmethyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, (1.44 g, 5.67 mmol) together with triethyl orthoformate (15 mL) was heated at 146° C. for 2 h and 10 minutes. The mixture was allowed to cool to ambient temperature and then further cooled on an ice-bath, followed by addition of heptane (5 mL). After filtration of the suspension and washing with heptane (20 mL), the obtained solid was dried in vacuo. Suspending the solid (1.2 g) in a hot mixture of 2-propanol (125 mL), water (5 mL) and tert-butyl methyl ether (25 mL) gave, after cooling and filtration, a white precipitate which was washed with further tert-butyl methyl ether (5 mL). The solid was dried in vacuo to give the title compound (0.95 g, 63%).

後処理

  1. temperaturefurther cooled on an ice-bath
  2. filtrationAfter filtration of the suspension
  3. washwashing with heptane (20 mL)
  4. customthe obtained solid was dried in vacuo
  5. additionin a hot mixture of 2-propanol (125 mL), water (5 mL) and tert-butyl methyl ether (25 mL)
  6. customgave
  7. temperatureafter cooling
  8. filtrationfiltration
  9. washa white precipitate which was washed with further tert-butyl methyl ether (5 mL)
  10. customThe solid was dried in vacuo

出典と根拠

ORDレコード
ord-4f0cadd64bd14b04b7a7effc3477dae4
出典データセット
uspto-grants-2008_09
特許番号
US07425560B2

反応ノート

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