Sodium dichromate dihydrate → 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde

HRID 53628

반응식

HRID 53628 반응식
[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

참가 물질

4

반응물 2

HCID 108005Sodium dichromate dihydrate2회HCID 10679092(4-(Methylamino)-2-(methylthio)pyrimidin-5-yl)methanol

생성물 1

HCID 106075204-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde수율 30.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매3회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bbe65d0093524327a46c68c15651ef9a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620981

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