2-Butanamine, 2-methyl- → 3-(Benzo[1,3]dioxol-5-ylamino)-3-(1,1-dimethylpropylamino)-2-methanesulfonyl-2-propenenitrile

HRID 840244ノート

反応式

HRID 840244 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11](SC)=[C:12]([S:15]([CH3:18])(=[O:17])=[O:16])[C:13]#[N:14])=[CH:9][C:4]=2[O:3][CH2:2]1.[CH3:21][C:22]([NH2:26])([CH3:25])[CH2:23][CH3:24]>C(#N)C>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11]([NH:26][C:22]([CH3:25])([CH3:21])[CH2:23][CH3:24])=[C:12]([S:15]([CH3:18])(=[O:17])=[O:16])[C:13]#[N:14])=[CH:9][C:4]=2[O:3][CH2:2]1

参加物

4

反応物 2

HCID 689862-Butanamine, 2-methyl-HCID 701495853-(Benzo[1,3]dioxol-5-ylamino)-2-methanesulfonyl-3-methylsulfanyl-2-propenenitrile

生成物 1

HCID 701495753-(Benzo[1,3]dioxol-5-ylamino)-3-(1,1-dimethylpropylamino)-2-methanesulfonyl-2-propenenitrile

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 3-(benzo[1,3]dioxol-5-ylamino)-2-methanesulfonyl-3-methylsulfanyl-2-propenenitrile(0.800 g, 2.5 mmol) and 1,1-dimethylpropylamine (2.92 ml) in 10 ml of acetonitrile was stirred and refluxed for one week under nitrogen. The reaction mixture was concentrated and the residue dissolved in dichloromethane, washed twice with 1N aqueous HCl, once with brine, and trice with water. The organic phase was dried (sodium sulphate) and evaporated to afford the title compound as white crystals. Mp 86-88° C. 1H NMR (200 MHz, DMSO-d6): δ=0.90 (t, 3H), 1.34 (s, 6H), 1.70 (q, 2H), 3.04 (s, 3H), 6.66 (dd, 1H), 6.74 (d, 1H), 6.88 (d, 1H), 7.21 (s, 1H), 8.19 (s, 1H).

後処理

  1. temperaturerefluxed for one week under nitrogen
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionthe residue dissolved in dichloromethane
  4. washwashed twice with 1N aqueous HCl, once with brine, and trice with water
  5. dry with materialThe organic phase was dried (sodium sulphate)
  6. customevaporated

出典と根拠

ORDレコード
ord-9c3ecb90e9ed463f8366cc7494329c93
出典データセット
uspto-grants-2002_04
特許番号
US06365609B1

反応ノート

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