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Guanidine Hydrochloride → HCID 178485148、化合物

HRID 565041
ノート
印刷プレビュー

反応式

HRID 565041 の反応式
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].[CH3:6][O-].[Na+].[Cl:9][C:10]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N+:26]([O-:28])=[O:27])[CH:16]=[C:15]2[C:11]=1[CH:12]=[C:13]([C:30](OCC)=[O:31])[N:14]2C>CO>[Cl:9][C:10]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N+:26]([O-:28])=[O:27])[CH:16]=[C:15]2[C:11]=1[CH:12]=[C:13]([C:30]([N:4]=[C:3]([NH2:5])[NH:2][CH3:6])=[O:31])[NH:14]2
参加物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 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 21194137Ethyl 4-chloro-1-methyl-6-(2-nitrophenoxy)-2-indolecarboxylate

生成物 1

HCID 178485148HCID 178485148、化合物収率 40.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

After 2.87 g (30.0 mmol) of guanidine hydrochloride was added to 25 ml of a methanol solution of 1.62 g (30.0 mmol) of sodium methoxide, the mixture was stirred at room temperature for 30 minutes. The precipitated sodium chloride was filtered off. To the obtained solution was added 0.51 g (1.50 mmol) of ethyl 4-chloro-1-methyl-6-(2-nitrophenoxy)-2-indolecarboxylate. Subsequently methanol was distilled off under reduced pressure. The resulting residue was heated at 130° C. for 5 minutes and then allowed to stand at room temperature for an hour. Thereafter water was poured onto the reaction solution and the mixture was extracted three times with ethyl acetate. The combined extracts were washed with water. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was isolated and purified by silica gel column chromatography to give 0.23 g (40.1%) of 4-chloro-1-methyl-6-(2-nitrophenoxy)-2-indoloylguanidine.

後処理

  1. filtrationThe precipitated sodium chloride was filtered off
  2. distillationSubsequently methanol was distilled off under reduced pressure
  3. temperatureThe resulting residue was heated at 130° C. for 5 minutes
  4. waitto stand at room temperature for an hour
  5. additionThereafter water was poured onto the reaction solution
  6. extractionthe mixture was extracted three times with ethyl acetate
  7. washThe combined extracts were washed with water
  8. dry with materialAfter drying over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe resulting residue was isolated
  11. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-e5f8887fe7814dccb5a906b056582338
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06169107A

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート