Sodium Hydroxide → [(4-Chloro-1H-pyrazol-1-yl)oxy]methyl thiocyanate

HRID 34952

反応式

HRID 34952 の反応式
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[N:6][N:7]([OH:9])[CH:8]=1.Cl[CH2:11][S:12][C:13]#[N:14].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl>[Cl:3][C:4]1[CH:5]=[N:6][N:7]([O:9][CH2:11][S:12][C:13]#[N:14])[CH:8]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 76755Thiocyanic acid, chloromethyl esterHCID 2723671Tetrabutylammonium HydroxideHCID 133912524-Chloro-1H-pyrazol-1-ol

生成物 1

HCID 14011041[(4-Chloro-1H-pyrazol-1-yl)oxy]methyl thiocyanate収率 71.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

50 ml of a 5% strength aqueous sodium hydroxide solution were added to 5 g (42 mMol) of 4-chloro-1-hydroxypyrazole, 13.5 g (126 mMol) of chloromethyl thiocyanate and 50 ml of methylene chloride. After the addition of 1 g (4 mMol) of tetra-n-butylammonium hydroxide, the mixture was stirred at room temperature for 24 hours. Thereafter, the organic phase was separated off, dried and evaporated down. Distillation of the residue under reduced pressure (airbath at 140° C./3 mbar) gave 5.7 g (71% of theory) of 4-chloro-1-[(thiocyanato)-methoxy]-pyrazole (compound No. 1), which was recrystallized from ether/petroleum ether (mp. 60° C.).

後処理

  1. customThereafter, the organic phase was separated off
  2. customdried
  3. customevaporated down
  4. distillationDistillation of the residue under reduced pressure (airbath at 140° C./3 mbar)

出典と根拠

ORDレコード
ord-e1f2e11ee6ab46f19657e1637b95bd26
出典データセット
uspto-grants-1988_08
特許番号
US04764527

関連ノート

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