Phosphorus oxychloride → Ethyl-5-chloro-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxylate

HRID 2389815ノート

反応式

HRID 2389815 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13](O)[N:12]2[N:16]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=[C:11]2[CH:10]=1.P(Cl)(Cl)([Cl:26])=O>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(=O)(O)[O-].[Na+]>[CH2:22]([O:21][C:19]([C:17]1[N:18]=[C:11]2[N:12]([C:13]([Cl:26])=[N:14][C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])=[CH:10]2)[N:16]=1)=[O:20])[CH3:23]

参加物

5

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178470153HCID 178470153、化合物

生成物 1

HCID 59313032Ethyl-5-chloro-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxylate

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 516892Sodium Bicarbonate溶媒2 回

反応条件

温度
120 °C

実験手順

1311 mg (3.7 mmol) of ethyl 7-(2,4-dichlorophenyl)-5-hydroxy[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxylate (Example 132A) are introduced into phosphoryl chloride (15 ml), 2.54 g (11.1 mmol) of benzyltriethylammonium chloride are added, and the reaction mixture is stirred at 120° C. for 12 h. The reaction mixture is slowly poured, while stirring vigorously, into saturated sodium bicarbonate solution (150 ml) and ice, and solid sodium bicarbonate (approx. 10 g) is added until a pH of 8 is reached. The solid is filtered off with suction. 635 mg (93% of theory) of the product are obtained.

後処理

  1. additionare added
  2. additionThe reaction mixture is slowly poured
  3. additionis added until a pH of 8
  4. filtrationThe solid is filtered off with suction
  5. custom635 mg (93% of theory) of the product are obtained

出典と根拠

ORDレコード
ord-025099723a3c47efa7f399b72ebe39de
出典データセット
uspto-grants-2012_09
特許番号
US08273752B2

反応ノート

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