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Potassium Carbonate → 2-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine

HRID 35737
ノート
印刷プレビュー

反応式

HRID 35737 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH2:11][NH2:12])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].F[C:20](F)(F)[CH2:21][N+:22]([O-:24])=[O:23]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:10][CH2:11][NH:12][C:20]2=[CH:21][N+:22]([O-:24])=[O:23])=[CH:4][N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 5227621,1,1-Trifluoro-2-nitroethaneHCID 10997737N-((6-chloro-3-pyridinyl)methyl)-1,2-ethane-diamine

生成物 1

HCID 1809572-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine収率 70.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
20 °C

実験手順

5 g (26.9 mmol) of N-(2-chloro-5-pyridylmethyl)ethylene-diamine and 11.7 g (84.6 mmol) of potassium carbonate are placed in 40 ml of methanol. A solution of 3.64 g (28.2 mmol) of 1,1,1-trifluoro-2-nitro-ethane in 20 ml of methanol is added dropwise at 5° C. to 10° C. within 30 minutes. After the addition is complete, the mixture is stirred for 5 hours at 20° C. The mixture is then concentrated by removal of the solvent by distillation in vacuo, and the residue is taken up in methylene chloride, washed with a small amount of water, dried, concentrated and recrystallized from methanol. 4.6 g (70.1% of theory) of 1-(2-chloro-5-pyridylmethyl)-2-(nitromethylene)-imidazoline of a melting point of 160° C. to 161° C. are obtained.

後処理

  1. additionAfter the addition
  2. concentrationThe mixture is then concentrated by removal of the solvent by distillation in vacuo
  3. washwashed with a small amount of water
  4. customdried
  5. concentrationconcentrated
  6. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-49abe6dc727b45378bf0d7da4fc51e53
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04767864

反応ノート

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