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

HRID 1756782
ノート
印刷プレビュー

反応式

HRID 1756782 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23925Iron触媒
HCID 180Acetone溶媒
HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f2009cb5386841eca04becab424c160c
出典データセット
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05442060

反応ノート

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