Sodium Hydroxide → 4-Amino-2-(2-pyridylmethylthio)-pyrimidine

HRID 1602181

반응식

HRID 1602181 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([SH:8])[N:3]=1.[OH-].[Na+].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17]Cl>C(O)C>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH2:17][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]=2)[N:3]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 23393Picolyl chlorideHCID 178507909HCID 178507909, 화합물

생성물 1

HCID 155501504-Amino-2-(2-pyridylmethylthio)-pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
22 °C

실험 절차

4-Amino-2-mercaptopyrimidine (0.40 g, 3.15 mmol) is slurried in ethanol (2 ml) and 3.25 M NaOH (2.0 ml, 6.5 mmol) is added. The solution is heated to reflux for 10 minutes and after cooling to 22° C., 2-picolyl chloride*HCl (0.49 g, 2.98 mmol) is added. The solution is heated to reflux for an additional 15 minutes. The solution is cooled and concentrated in vacuo. The residue is dissolved in 1 N HCl and diluted with ethyl acetate. The mixture is neutralized with NaOH to pH 8 and the aqueous layer is separated and washed twice with ethyl acetate. The combined organic layers are washed with saturated NaHCO3, saturated NaCl, dried with MgSO4 and concentrated in vacuo, mp 133-134° C.

후처리

  1. temperatureThe solution is heated
  2. temperatureto reflux for 10 minutes
  3. temperatureThe solution is heated
  4. temperatureto reflux for an additional 15 minutes
  5. temperatureThe solution is cooled
  6. concentrationconcentrated in vacuo
  7. dissolutionThe residue is dissolved in 1 N HCl
  8. additiondiluted with ethyl acetate
  9. customthe aqueous layer is separated
  10. washwashed twice with ethyl acetate
  11. washThe combined organic layers are washed with saturated NaHCO3, saturated NaCl
  12. dry with materialdried with MgSO4
  13. concentrationconcentrated in vacuo, mp 133-134° C.

출처 및 근거

ORD 기록
ord-c375a34da3aa43aaa543819785b801f3
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981537

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