Water → HCID 69226865、化合物

HRID 1027879

反応式

HRID 1027879 の反応式
[N+]([O-])(O)=O.[NH2:5][C:6]([NH2:8])=[NH:7].CC[O-].[Na+].[CH3:13][S:14][C:15](SC)=[C:16]1[C:25](=O)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][O:17]1.O>CCO>[CH3:13][S:14][C:15]1[C:16]2[O:17][CH2:18][C:19]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:25]=2[N:5]=[C:6]([NH2:8])[N:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 10481Guanidine NitrateHCID 2723922Sodium ethoxideHCID 69108505HCID 69108505、化合物

生成物 1

HCID 69226865HCID 69226865、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

A solution of guanidine nitrate (1.5 g, 12 mmol) in EtOH (9 mL) was treated with 3 mL of 1 M EtONa in EtOH, refluxed for 15 minutes, cooled, treated with a solution of Example 41A in EtOH (5 mL), heated at reflux overnight, cooled, treated with water (25 mL) and extracted with CH2Cl2 (3×25 mL). The combined CH2Cl2 layers were dried (MgSO4), filtered, concentrated under reduced pressure and chromatographed on silica gel eluting with a gradient of CH2Cl2:EtOAc (1:0 and 20:1) to provide the title compound. 1H NMR (DMSO-d6) δ 2.46 (s, 3H), 5.18 (s, 2H), 6.31 (s, 2H), 7.29 (m, 1H), 7.42-7.51 (m, 2H), 7.96 (m, 1H). MS (M+H)+ m/z 246.

後処理

  1. temperaturerefluxed for 15 minutes
  2. temperaturecooled
  3. temperatureheated
  4. temperatureat reflux overnight
  5. temperaturecooled
  6. extractionextracted with CH2Cl2 (3×25 mL)
  7. dry with materialThe combined CH2Cl2 layers were dried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customchromatographed on silica gel eluting with a gradient of CH2Cl2:EtOAc (1:0 and 20:1)

出典と根拠

ORDレコード
ord-2ed2b180b68c455d89d77a6d67779459
出典データセット
uspto-grants-2014_05
特許番号
US08735411B2

関連ノート

読み込み中…