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

HRID 464599노트

반응식

HRID 464599 반응식
[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

참가 물질

4

반응물 2

HCID 9740Cyanoacetic acidHCID 272625cyclobutylurea

생성물 1

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

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-41ea233fa2d14a0cbcee57fd8859ff0d
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04548818

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