Cyanoacetic acid → 6-Amino-1-cyclobutyl-2,4(1H,3H)-pyrimidinedione

HRID 236294ノート

反応式

HRID 236294 の反応式
[C:1]([CH2:3][C:4](O)=[O:5])#[N:2].[CH:7]1([NH:11][C:12]([NH2:14])=[O:13])[CH2:10][CH2:9][CH2:8]1>C(OC(=O)C)(=O)C>[NH2:2][C:1]1[N:11]([CH:7]2[CH2:10][CH2:9][CH2:8]2)[C:12](=[O:13])[NH:14][C:4](=[O:5])[CH:3]=1

参加物

4

反応物 2

HCID 9740Cyanoacetic acidHCID 272625cyclobutylurea

生成物 1

HCID 538833266-Amino-1-cyclobutyl-2,4(1H,3H)-pyrimidinedione

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

To a solution of 30 g (0.35 mol) cyanoacetic acid and 100 ml of acetic anhydride was added 36.1 g (0.32 mol) of cyclobutylurea. The solution was stirred at 60°-70° C. for 2 hours. After cooling, white crystals were filtered off and washed with ethanol. Yield 36.4 g (63%) (VII). This was suspended in 100 ml of hot water and 50 ml of 2N NaOH was added in portions so the solution the whole time was basic. The reaction mixture was refluxed for 20 minutes. After cooling, white crystals were filtered off. Yield 3.6 g (20%) (VIII) NMR.

後処理

  1. temperatureAfter cooling
  2. filtrationwhite crystals were filtered off
  3. washwashed with ethanol
  4. addition50 ml of 2N NaOH was added in portions so the solution the whole time
  5. temperatureThe reaction mixture was refluxed for 20 minutes
  6. temperatureAfter cooling
  7. filtrationwhite crystals were filtered off

出典と根拠

ORDレコード
ord-0b19788f5bce4ed5b1862aee39896cd4
出典データセット
uspto-grants-1987_02
特許番号
US04644001

反応ノート

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