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Phosphorus oxychloride → HCID 59312973、化合物

HRID 2389802
ノート
印刷プレビュー

反応式

HRID 2389802 の反応式
[Cl:1][C:2]1[N:6]2[C:7](O)=[N:8][C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[Cl:19])=[C:10]([Cl:11])[C:5]2=[N:4][CH:3]=1.P(Cl)(Cl)([Cl:23])=O.C(=O)(O)[O-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(OCC)(=O)C>[Cl:1][C:2]1[N:6]2[C:7]([Cl:23])=[N:8][C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[Cl:19])=[C:10]([Cl:11])[C:5]2=[N:4][CH:3]=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

6

反応物 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium Bicarbonate2 回HCID 178517486HCID 178517486、化合物

生成物 1

HCID 59312973HCID 59312973、化合物

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

200 mg (0.4 mmol) of 3,8-dichloro-7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-ol (Example 124A) are introduced into phosphoryl chloride (2 ml), 300 mg (1.3 mmol) of benzyltriethylammonium chloride are added, and the reaction mixture is stirred at 120° C. for 12 h. The reaction mixture is slowly added, with vigorous stirring, to saturated sodium bicarbonate solution, and solid sodium bicarbonate (approx. 1.5 g) is added until a pH of 10 is reached. The mixture is stirred for 10 min, ethyl acetate (100 ml) is added and shaken, and the organic phase is separated off, washed with water and dried over magnesium sulphate and concentrated in a rotary evaporator. The residue is purified by silica gel chromatography (cyclohexane/ethyl acetate 10:1). 150 mg (94% of theory) of the product are obtained.

後処理

  1. additionare added
  2. additionis added until a pH of 10
  3. stirringThe mixture is stirred for 10 min
  4. stirringshaken
  5. customthe organic phase is separated off
  6. washwashed with water
  7. dry with materialdried over magnesium sulphate
  8. concentrationconcentrated in a rotary evaporator
  9. customThe residue is purified by silica gel chromatography (cyclohexane/ethyl acetate 10:1)
  10. custom150 mg (94% of theory) of the product are obtained

出典と根拠

ORDレコード
ord-bc1e1a8e9446498b87aa99df763209d2
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08273752B2

反応ノート

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