重铬酸钠 → 4-甲胺基-2-甲硫基-5-醛基嘧啶

HRID 53628

反应方程式

HRID 53628 反应方程式
[CH3:1][NH:2][C:3]1[C:8]([CH2:9][OH:10])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1.O.O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+]>C(O)(=O)C>[CH3:1][NH:2][C:3]1[C:8]([CH:9]=[O:10])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1

参与物

4

反应物 2

HCID 108005重铬酸钠2 次HCID 10679092(4-(甲基氨基)-2-(甲硫基)嘧啶-5-基)甲醇

产物 1

HCID 106075204-甲胺基-2-甲硫基-5-醛基嘧啶收率 30.2%

试剂、催化剂与溶剂 1

HCID 176醋酸溶剂3 次

实验过程

4-Methylamino-2-methylsulfanyl-5-pyrimidine-methanol (2.40 g, 13.0 mmol) in 7 mL of acetic acid was added to a solution of sodium dichromate-dihydrate (1.30 g, 4.4 mmol) in 6 mL of acetic acid. After 2 hours at room temperature, additional sodium dichromate-dihydrate (0.3 g, 1.0 mmol) in 1 mL of acetic acid was added. After a total reaction time of 3.5 hours, the bright yellow solid was removed by filtration. Water (30 mL) was added to the filtrate, followed by aqueous ammonium hydroxide until basic (pH 9.0). The mixture was cooled in the refrigerator for 30 minutes. The precipitate was collected and dissolved in ethyl acetate, and the solution was dried over MgSO4. Filtration and concentration in vacuo gave 0.72 g (30%) of 4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxaldehyde, mp 99°-101° C.

后处理

  1. customAfter a total reaction time of 3.5 hours, the bright yellow solid was removed by filtration
  2. additionWater (30 mL) was added to the filtrate
  3. temperatureThe mixture was cooled in the refrigerator for 30 minutes
  4. customThe precipitate was collected
  5. dissolutiondissolved in ethyl acetate
  6. dry with materialthe solution was dried over MgSO4
  7. filtrationFiltration and concentration in vacuo

来源与证据

ORD记录
ord-bbe65d0093524327a46c68c15651ef9a
来源数据集
uspto-grants-1997_04
专利号
US05620981

关联笔记

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