alpha,4-Dichloroanisole → 2-(4-Chlorophenoxymethyl)thio-5-chloropyrimidine

HRID 905214

反応式

HRID 905214 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([O:6][CH2:7]Cl)=[CH:4][CH:3]=1.[K].[Cl:12][C:13]1[CH:14]=[N:15][C:16](=[S:19])[NH:17][CH:18]=1>COCCOC>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([O:6][CH2:7][S:19][C:16]2[N:17]=[CH:18][C:13]([Cl:12])=[CH:14][N:15]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 88801alpha,4-DichloroanisoleHCID 5462222PotassiumHCID 71403455-Chloro-2(1H)-pyrimidinethione

生成物 1

HCID 204757412-(4-Chlorophenoxymethyl)thio-5-chloropyrimidine収率 70%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

A mixture of p-chlorophenoxymethyl chloride (6 mmol) and the potassium salt of 5-chloropyrimidine-2-thione (5 mmol) in 1,2-dimethoxyethane (25 ml) was stirred at room temperature for 10 h, the solvent distilled off at reduced pressure, the residue extracted with chloroform (70 ml), the chloroform (70 ml), the chloroform solution washed with 1 M NaOH (2×10 ml) and water (10 ml), and the dried (MgSO4) solution evaporated. The residual sulfide was recrystallized from iPrOH; yield 70%, m.p. 120° C. 1H NMR (DMSO-d6): δ5.90 (SCH2), 6.98 and 7.31 (Ph), 8.78 (H-4, H-6).

後処理

  1. distillationthe solvent distilled off at reduced pressure
  2. extractionthe residue extracted with chloroform (70 ml)
  3. washthe chloroform (70 ml), the chloroform solution washed with 1 M NaOH (2×10 ml) and water (10 ml)
  4. dry with materialthe dried (MgSO4) solution
  5. customevaporated
  6. customThe residual sulfide was recrystallized from iPrOH

出典と根拠

ORDレコード
ord-6850c6687dd74eae85231a8410eefbdd
出典データセット
uspto-grants-1983_12
特許番号
US04423047

関連ノート

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