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Tetrahydrofuran → 1-(1-Methyl-3-n-propylimidazolidin-4-one-2-sulfonylimino)-3-(4,6-dimethoxyprimidin-2-yl)urea

HRID 1440773
ノート
印刷プレビュー

反応式

HRID 1440773 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.Cl[S:13]([N:16]=C=O)(=[O:15])=[O:14].[CH3:19][N:20]1[CH2:24][C:23](=[O:25])[N:22]([CH2:26][CH2:27][CH3:28])[C:21]1=N.C([N:32]([CH2:35]C)CC)C.[O:37]1CCCC1>>[CH3:19][N:20]1[CH2:24][C:23](=[O:25])[N:22]([CH2:26][CH2:27][CH3:28])[CH:21]1[S:13]([N:16]=[N:32][C:35]([NH:1][C:2]1[N:3]=[C:4]([O:10][CH3:11])[CH:5]=[C:6]([O:8][CH3:9])[N:7]=1)=[O:37])(=[O:14])=[O:15]
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

6

反応物 5

HCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 542389381-Methyl-3-n-propyl-2-iminoimidazolidin-4-one

生成物 1

HCID 537527941-(1-Methyl-3-n-propylimidazolidin-4-one-2-sulfonylimino)-3-(4,6-dimethoxyprimidin-2-yl)urea

反応条件

温度
0 °C

実験手順

1.16 g (7.5 mmol) of 2-amino-4,6-dimethoxypyrimidine was dissolved in 20 ml of dry tetrahydrofuran, and 1.07 g (7.5 mmol) of chlorosulfonyl isocyanate was dropwise added thereto at -40° C. The reaction temperature was raised to 0° C., and then the reaction mixture was cooled again to -40° C. Then, a mixture comprising 1.16 g (7.5 mmol) of 1-methyl-3-n-propyl-2-iminoimidazolidin-4-one, 0.83 g (8.2 mmol) of triethylamine and 20 ml of dry tetrahydrofuran, was added thereto. The reaction temperature was raised to room temperature, and the mixture was further stirred at the same temperature for 2 hours. Then, the solvent was distilled off under reduced pressure, and then 100 ml of water was added to the obtained residue. The mixture was extracted three times with 100 ml of chloroform. Then, the chloroform layer was washed with water and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and precipitated crystals were washed with a solvent mixture of ethyl ether/acetonitrile and collected by filtration to obtain 0.16 g of desired 1-(1-methyl-3-n-propylimidazolidin-4-one-2-sulfonylimino)-3-(4,6-dimethoxypyrimidin-2-yl)urea.

後処理

  1. customat -40° C
  2. temperaturethe reaction mixture was cooled again to -40° C
  3. temperatureThe reaction temperature was raised to room temperature
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. addition100 ml of water was added to the obtained residue
  6. extractionThe mixture was extracted three times with 100 ml of chloroform
  7. washThen, the chloroform layer was washed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe solvent was distilled off under reduced pressure
  10. customprecipitated crystals
  11. washwere washed with a solvent mixture of ethyl ether/acetonitrile
  12. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-8eb9889458a4475fb94e322bb3987b4d
出典データセット
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05500406

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート