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Stannous chloride dihydrate → HCID 178485146、化合物

HRID 1067829
ノート
印刷プレビュー

反応式

HRID 1067829 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-])=O)[CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:21]([N:23]=[C:24]([NH2:27])[NH:25][CH3:26])=[O:22])[NH:6]2.O.O.[Sn](Cl)Cl.O.N>C(O)C>[NH2:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[O:11][C:9]1[CH:8]=[C:7]2[C:3]([CH:4]=[C:5]([C:21]([N:23]=[C:24]([NH2:27])[NH:25][CH3:26])=[O:22])[NH:6]2)=[C:2]([Cl:1])[CH:10]=1
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 61436Stannous chloride dihydrateHCID 12896473Azane;hydrateHCID 178485148HCID 178485148、化合物

生成物 1

HCID 178485146HCID 178485146、化合物収率 51.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A mixture of 0.23 g (0.60 mmol) of 4-chloro-1-methyl-6-(2-nitrophenoxy)-2-indoloylguanidine, 0.72 g (3.20 mmol) of tin (II) chloride dihydrate and 15 ml of ethanol was heated to reflux for 3 hours. After cooling, 28% ammonia water was added to the reaction mixture and ethanol was then distilled off under reduced pressure. The residue was extracted three times with ethyl acetate. The combined extracts were then washed with saturated sodium chloride aqueous solution. 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 0.11 g (51.6%) of 6-(2-aminophenoxy)-4-chloro-1-methyl-2-indoloylguanidine. The product was converted into the hydrochloride with hydrogen chloride/methanol to give 0.097 g of 6-(2-aminophenoxy)-4-chloro-1-methyl-2-indoloylguanidine hydrochloride.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. temperatureAfter cooling
  4. distillationwas then distilled off under reduced pressure
  5. extractionThe residue was extracted three times with ethyl acetate
  6. washThe combined extracts were then washed with saturated sodium chloride aqueous solution
  7. dry with materialAfter drying over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe resulting residue was isolated
  10. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-6b2eeff6db7442cc8782c568ff78958c
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06248772B1

反応ノート

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