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Phosphorus oxychloride → 5-Chloro-2-(trifluoromethyl)-7-[4-(trifluoromethyl)phenyl][1,2,4]triazolo[1,5-c]pyrimidine

HRID 2171548
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HRID 2171548 반응식
[F:1][C:2]([F:24])([F:23])[C:3]1[N:11]=[C:10]2[N:5]([C:6](O)=[N:7][C:8]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=3)=[CH:9]2)[N:4]=1.P(Cl)(Cl)([Cl:27])=O>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(=O)(O)[O-].[Na+]>[Cl:27][C:6]1[N:5]2[N:4]=[C:3]([C:2]([F:24])([F:23])[F:1])[N:11]=[C:10]2[CH:9]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[N:7]=1
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참가 물질

5

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178517470HCID 178517470, 화합물

생성물 1

HCID 593129005-Chloro-2-(trifluoromethyl)-7-[4-(trifluoromethyl)phenyl][1,2,4]triazolo[1,5-c]pyrimidine

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매HCID 516892Sodium Bicarbonate용매2회

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온도
120 °C

실험 절차

650 mg (1.9 mmol) of 2-(trifluoromethyl)-7-[4-(trifluoromethyl)phenyl][1,2,4]triazolo[1,5-c]-pyrimidin-5-ol (Example 131A) are introduced into phosphoryl chloride (10 ml), 1.28 g (5.6 mmol) of benzyltriethylammonium chloride are added, and the reaction mixture is stirred at 120° C. for 12 h. The reaction mixture is slowly poured, with vigorous stirring, into saturated sodium bicarbonate solution (50 ml) and ice, and solid sodium bicarbonate (approx. 1 g) is added until a pH of 8 is reached. The solid is filtered off with suction. 635 mg (93% of theory) of the crude product are obtained.

후처리

  1. additionare added
  2. additionis added until a pH of 8
  3. filtrationThe solid is filtered off with suction

출처 및 근거

ORD 기록
ord-8ef3a2287c114131af9259a4c3c7ec83
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09051323B2

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