1,1'-Thiocarbonyldiimidazole → HCID 178506355、化合物

HRID 1696679

反応式

HRID 1696679 の反応式
[C:1](N1C=CN=C1)(N1C=CN=C1)=[S:2].[F:13][C:14]([F:25])([F:24])[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[C:18]([NH2:23])[CH:17]=1>O1CCCC1>[SH:2][C:1]1[NH:23][C:18]2[CH:17]=[C:16]([O:15][C:14]([F:24])([F:25])[F:13])[CH:21]=[CH:20][C:19]=2[N:22]=1

参加物

4

反応物 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 27739594-(Trifluoromethoxy)benzene-1,2-diamine

生成物 1

HCID 178506355HCID 178506355、化合物収率 103.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1,1′-thiocarbonyldiimidazole (1.13 g, 6.25 mmol) is added by portions to a solution of 4-(trifluoromethoxy)-ortho-phenylenediamine (1 g, 5.2 mmol) in 5 ml of tetrahydrofuran and the mixture is stirred at room temperature for 16 hours. The reaction mixture is then concentrated under reduced pressure and the residue is dissolved in 100 ml of ethyl acetate and washed with water (2×30 ml). The organic phase is then dried over MgSO4, filtered and concentrated. The residue is triturated in diisopropylether and pentane and dried under vacuum to yield 1.26 g of 2-mercapto-5-trifluoromethoxy-benzimidazole as a yellow powder. Quantitative yield. Analytical LC/MS (method B): retention time=3.69 min. m/z=235.67 (positive ion mode).

後処理

  1. concentrationThe reaction mixture is then concentrated under reduced pressure
  2. dissolutionthe residue is dissolved in 100 ml of ethyl acetate
  3. washwashed with water (2×30 ml)
  4. dry with materialThe organic phase is then dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue is triturated in diisopropylether
  8. dry with materialpentane and dried under vacuum

出典と根拠

ORDレコード
ord-b2377a823b6743a491300075ff1f4a6b
出典データセット
uspto-grants-2012_04
特許番号
US08163768B2

関連ノート

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