Hydrochloric Acid → HCID 178511859、化合物

HRID 732108

反応式

HRID 732108 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.C[O-].[Na+].Cl.[CH:15]1([NH2:18])[CH2:17][CH2:16]1>CCO.CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:10])[N:3]=1)[C:8]([NH:18][CH:15]1[CH2:17][CH2:16]1)=[NH:9]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 69828CyclopropylamineHCID 7359062,6-DichloroisonicotinonitrileHCID 10942334Sodium Methoxide

生成物 1

HCID 178511859HCID 178511859、化合物収率 57.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

2,6-dichloropyridine-4-carbonitrile (5 g, 28.9 mmol), methanol (50 ml) and sodium methoxide (0.66 ml, 2.89 mmol) were mixed and stirred at r.t. for 3 h. HCl in EtOH (24% w/w, 10 ml) and cyclopropylamine (3 mL, 43.4 mmol) were added at 0° C., followed by stirring at r.t. o.n. The reaction mixture was concentrated in-vacuo. The isolated residue was treated with cold aq. NaOH (1N, 75 ml) and extracted with EA. The combined organic phase was washed sequentially with aq. NaOH and brine, dried (Na2SO4), filtered and concentrated in-vacuo. The isolated residue was triturated with Et2O to isolate the title compound (3.82 g). 1H-NMR: 7.59 (br. s, 2H), 4.96 (br. s, 2H), 2.60 (m, 1H), 0.90 (m, 2H), 0.69 (m, 2H).

後処理

  1. stirringby stirring at r.t. o.n
  2. concentrationThe reaction mixture was concentrated in-vacuo
  3. additionThe isolated residue was treated with cold aq. NaOH (1N, 75 ml)
  4. extractionextracted with EA
  5. washThe combined organic phase was washed sequentially with aq. NaOH and brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in-vacuo
  9. customThe isolated residue was triturated with Et2O

出典と根拠

ORDレコード
ord-e2e554707a4e41a989ac5db57b31e505
出典データセット
uspto-grants-2009_09
特許番号
US07585881B2

関連ノート

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