Stannous Chloride → 1-(3-Amino-3-methyl-butyl)-5-methoxy-3-methyl-1,3-dihydro-benzimidazol-2-one

HRID 33393ノート

反応式

HRID 33393 の反応式
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[N:7]([CH2:12][CH2:13][C:14]([CH3:19])([N+:16]([O-])=O)[CH3:15])[C:8](=[O:11])[N:9]([CH3:10])[C:5]=2[CH:4]=1.Cl[Sn]Cl>C(O)C>[NH2:16][C:14]([CH3:19])([CH3:15])[CH2:13][CH2:12][N:7]1[C:6]2[CH:20]=[CH:21][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[N:9]([CH3:10])[C:8]1=[O:11]

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 671887485-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one

生成物 1

HCID 671880221-(3-Amino-3-methyl-butyl)-5-methoxy-3-methyl-1,3-dihydro-benzimidazol-2-one

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2.7 g (8.7 mmol) 5-methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one and 9.93 g (44.0 mmol) SnCl2 2H2O in 200 mL ethanol are refluxed for 3 hours. The reaction mixture is evaporated down, combined with sodium carbonate solution and filtered. The filtrate is extracted with ethyl acetate and the combined organic phases are washed with water, dried and freed from the solvent. The residue is dissolved in ethanol and the solution is combined with ethereal hydrochloric acid. After the solvent has been distilled off the solid remaining is stirred with diisopropylether.

後処理

  1. customThe reaction mixture is evaporated down
  2. filtrationfiltered
  3. extractionThe filtrate is extracted with ethyl acetate
  4. washthe combined organic phases are washed with water
  5. customdried
  6. dissolutionThe residue is dissolved in ethanol
  7. distillationAfter the solvent has been distilled off the solid

出典と根拠

ORDレコード
ord-275ab9c9744849938acbd953b0b242af
出典データセット
uspto-grants-2008_09
特許番号
US07429583B2

反応ノート

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