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

HRID 1602181

反応式

HRID 1602181 の反応式
[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

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 23393Picolyl chlorideHCID 178507909HCID 178507909、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
22 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-c375a34da3aa43aaa543819785b801f3
出典データセット
uspto-grants-1999_11
特許番号
US05981537

関連ノート

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