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Hydrochloric Acid → 5-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamine

HRID 548948
ノート
印刷プレビュー

反応式

HRID 548948 の反応式
Cl.[Br:2][C:3]1[C:4]([NH:10][CH:11]([CH3:13])[CH3:12])=[N:5][C:6](Cl)=[N:7][CH:8]=1.[CH3:14][S:15][C:16]1[CH:17]=[C:18]([NH2:22])[CH:19]=[CH:20][CH:21]=1.C(=O)(O)[O-].[Na+]>O1CCOCC1.O.C(#N)C>[Br:2][C:3]1[C:4]([NH:10][CH:11]([CH3:13])[CH3:12])=[N:5][C:6]([NH:22][C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([S:15][CH3:14])[CH:17]=2)=[N:7][CH:8]=1
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 313Hydrochloric AcidHCID 15693Benzenamine, 3-(methylthio)-HCID 516892Sodium BicarbonateHCID 24903516(5-Bromo-2-chloropyrimidin-4-yl)isopropylamine

生成物 1

HCID 596831645-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamine

試薬・触媒・溶媒 3

HCID 962Water
溶媒
HCID 6342Acetonitrile溶媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

0.14 ml of a 4 molar solution of hydrogen chloride in dioxane and 0.17 ml of water are added to a solution of 0.152 g (0.61 mmol) of (5-bromo-2-chloropyrimidin-4-yl)-isopropylamine and 0.077 g (0.55 mmol) of 3-methylsulphanylphenylamine in 2 ml of acetonitrile, and the mixture is then stirred at 50° C. for 24 hours. After cooling, the mixture is added to saturated sodium bicarbonate solution. It is extracted with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution and dried over sodium sulphate. Removal of the solvent and recrystallization of the residue from ethyl acetate/hexane 9/1 result in 0.17 g (79% of theory) of the product.

後処理

  1. temperatureAfter cooling
  2. extractionIt is extracted with ethyl acetate
  3. washThe combined organic phases are washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. customRemoval of the solvent and recrystallization of the residue from ethyl acetate/hexane 9/1
  6. customresult in 0.17 g (79% of theory) of the product

出典と根拠

ORDレコード
ord-064e26cfaf6c47fa871be0303581f292
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07943629B2

反応ノート

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