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Acetic Acid → 5-Amino-4,6-bis(dimethylamino)pyrimidine

HRID 1756782
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HRID 1756782 반응식
C(O)(=O)C.CC(O)C.[CH3:9][N:10]([CH3:23])[C:11]1[C:16]([N+:17]([O-])=O)=[C:15]([N:20]([CH3:22])[CH3:21])[N:14]=[CH:13][N:12]=1.C(=O)([O-])[O-].[K+].[K+]>O.[Fe].CC(C)=O>[NH2:17][C:16]1[C:11]([N:10]([CH3:23])[CH3:9])=[N:12][CH:13]=[N:14][C:15]=1[N:20]([CH3:21])[CH3:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 3776IsopropanolHCID 11430Potassium CarbonateHCID 2822931N4,N4,N6,N6-tetramethyl-5-nitro-4,6-pyrimidinediamine

생성물 1

HCID 155853705-Amino-4,6-bis(dimethylamino)pyrimidine수율 91.7%

시약·촉매·용매 3

HCID 23925Iron
촉매
HCID 180Acetone용매
HCID 962Water용매2회

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온도
80 °C

실험 절차

A mixture of 5 g of iron dust, 0.5 g of acetic acid and 3.5 ml of water was refluxed under heating for 30 minutes, allowed to cool at 80° C. and mixed with 14 ml of 2-propanol and gradually mixed with 4.22 g of 4, 6-bis (dimethylamino)-5-nitropyrimidine. The resultant mixture was stirred at the same temperature for 1 hour, allowed to cool at 40° C., mixed with a solution of 1.5 g of potassium carbonate in 2.5 ml of water and stirred for 1 hour. Acetone was added to the mixture, which was filtered through Celite. The filtrate was concentrated in vacuo, and the residue was mixed with water and shaken with ether. The organic layer was washed with water and saturated saline in order, dried over anhydrous sodium sulfate and the solvent evaporated to give 3.32 g of the titled compound.

후처리

  1. temperaturewas refluxed
  2. temperatureunder heating for 30 minutes
  3. temperatureto cool at 40° C.
  4. filtrationwas filtered through Celite
  5. concentrationThe filtrate was concentrated in vacuo
  6. additionthe residue was mixed with water
  7. stirringshaken with ether
  8. washThe organic layer was washed with water and saturated saline in order
  9. dry with materialdried over anhydrous sodium sulfate
  10. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-f2009cb5386841eca04becab424c160c
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05442060

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