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Dibutyltin oxide → HCID 178509305、化合物

HRID 1371547
ノート
印刷プレビュー

反応式

HRID 1371547 の反応式
[NH2:1][C:2]1[C:3]([C:7]#[N:8])=[N:4][O:5][N:6]=1.C[Si]([N:13]=[N+:14]=[N-:15])(C)C.C([Sn](=O)CCCC)CCC>C1(C)C=CC=CC=1>[NH:13]1[C:7]([C:3]2[C:2]([NH2:1])=[N:6][O:5][N:4]=2)=[N:8][N:15]=[N:14]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 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 12527694-Amino-1,2,5-oxadiazole-3-carbonitrile

生成物 1

HCID 178509305HCID 178509305、化合物収率 88.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 4-amino-furazan-3-carbonitrile (0.10 g, 0.90 mmol) and trimethylsilyl azide (0.21 g, 1.82 mmol) in toluene (10 mL) was added dibutyl tin oxide (0.227 g, 0.91 mmol) and the mixture was heated for 20 hours at 130° C. until complete consumption of nitrile was observed by LC-MS. The reaction mixture was allowed to cool to ambient temperature and concentrated in vacuo. The residue was dissolved in methanol and partitioned between ethyl acetate and 10% sodium bicarbonate solution and the organic portion was washed with a further portion of 10% sodium bicarbonate solution. The combined aqueous extracts were acidified to pH 2 with 10% HCl solution and re-extracted into ethyl acetate (2×30 mL). The combined organics were dried over MgSO4, filtered and concentrated in vacuo to yield 4-(1H-tetrazol-5-yl)-furazan-3-ylamine as a white solid (0.122 g, 87%).

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in methanol
  3. custompartitioned between ethyl acetate and 10% sodium bicarbonate solution
  4. washthe organic portion was washed with a further portion of 10% sodium bicarbonate solution
  5. extractionre-extracted into ethyl acetate (2×30 mL)
  6. dry with materialThe combined organics were dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c4b11abf6770440298373bc1b0762931
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07157476B2

反応ノート

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