5-Chloropyrimidin-2-ol hydrochloride → 1-(3-Trifluoromethylphenoxy)methyl-5-chloropyrimidin-2-one

HRID 247079

반응식

HRID 247079 반응식
Cl[CH2:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=1.Cl.[Cl:15][C:16]1[CH:17]=[N:18][C:19](=[O:22])[NH:20][CH:21]=1>ClCCl>[F:11][C:10]([F:13])([F:12])[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[O:3][CH2:2][N:20]1[CH:21]=[C:16]([Cl:15])[CH:17]=[N:18][C:19]1=[O:22]

참가 물질

4

반응물 2

HCID 126485235-Chloropyrimidin-2-ol hydrochlorideHCID 13097733HCID 13097733, 화합물

생성물 1

HCID 201613321-(3-Trifluoromethylphenoxy)methyl-5-chloropyrimidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-chloromethoxy-3-trifluoromethylbenzene [see Preparation 4] (7 mmol) in dichloromethane (10 ml) was added to a solution of 5-chloropyrimidin-2-one hydrochloride (70 mmol) in dichloromethane (30 ml) and the mixture stirred at room temperature for 18 h. The solvent was then distilled off, the mixture triturated with water, the residual solid extracted with chloroform and the dried (MgSO4) chloroform solution evaporated; yield 1.88 g (94%). The product was a mixture of the N- and O-isomer in the ratio 3:1. The isomers were separated by the difference in their solutilities in tetrachloromethane, the O-isomer being the more solunble. The title compound, the N-isomer was isolated in a non-crystalline form. 1H NMR (CDCl3) δ 5.82 (CH2), 7.1-7.3 (Ph), 7.85 (H-4, J4,6 3 Hz), 8.45 (H-6).

후처리

  1. distillationThe solvent was then distilled off
  2. customthe mixture triturated with water
  3. extractionthe residual solid extracted with chloroform
  4. dry with materialthe dried (MgSO4) chloroform solution
  5. customevaporated
  6. additiona mixture of the N-
  7. customThe isomers were separated by the difference in their solutilities in tetrachloromethane

출처 및 근거

ORD 기록
ord-acd16891f1fb47a29c8eca7ba124ff40
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705791

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