Hydrochloric Acid → Methyl (4,6-dimethoxypyrimidin-2-yl)carbamate

HRID 542681노트

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HRID 542681 반응식
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[H-].[Na+].[CH3:14][O:15][C:16](=O)[O:17]C.Cl.[Cl-].[Na+]>O1CCCC1>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([O:10][CH3:11])[N:3]=[C:2]([NH:1][C:16](=[O:17])[O:15][CH3:14])[N:7]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 12021Dimethyl CarbonateHCID 24758Sodium hydrideHCID 1189462-Amino-4,6-dimethoxypyrimidine

생성물 1

HCID 13314628Methyl (4,6-dimethoxypyrimidin-2-yl)carbamate수율 70.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
25 °C

실험 절차

2-Amino-4,6-dimethoxypyrimidine (56 g) was added portionwise to 50% sodium hydride (42.8 g) in 1000 ml of dry tetrahydrofuran. After stirring for 0.5 hour, dimethylcarbonate (58.5 g) was added dropwise with cooling. The mixture was stirred under nitrogen for about 16 hours at ambient temperature. Concentrated HCl (80 ml) was added slowly as external cooling was used to maintain a pot temperature of about 25° C. Saturated aqueous sodium chloride (80 ml) was then added. The solvents were decanted from the precipitated solids and dried over sodium sulfate. Filtration and evaporation of the solvents afforded the crude material which was recrystallized from hexane to yield 54 g of the title compound, m.p. 81°-83° C. The IR spectrum showed characteristic absorption bands at 3400 and 1760 cm-1.

후처리

  1. temperaturewith cooling
  2. stirringThe mixture was stirred under nitrogen for about 16 hours at ambient temperature
  3. temperatureas external cooling
  4. customThe solvents were decanted from the precipitated solids
  5. dry with materialdried over sodium sulfate
  6. filtrationFiltration and evaporation of the solvents
  7. customafforded the crude material which
  8. customwas recrystallized from hexane

출처 및 근거

ORD 기록
ord-51a4e96f40454b538c968ecb892cac72
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659368

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