Hydrazine → 6-(Aminomethyl)-1,2,4-triazin-5(4H)-one

HRID 386210ノート

反応式

HRID 386210 の反応式
[O:1]=[C:2]1[C:7]([CH2:8][N:9]2C(=O)C3C(=CC=CC=3)C2=O)=[N:6][N:5]=[CH:4][NH:3]1.NN>C(Cl)Cl.CCO>[NH2:9][CH2:8][C:7]1[C:2](=[O:1])[NH:3][CH:4]=[N:5][N:6]=1

参加物

4

反応物 2

HCID 9321HydrazineHCID 1360179662-(5-Oxo-4,5-dihydro-[1,2,4]triazin-6-ylmethyl)isoindole-1,3-dione

生成物 1

HCID 1357424956-(Aminomethyl)-1,2,4-triazin-5(4H)-one

試薬・触媒・溶媒 1

HCID 21584144Dichloromethane ethanol溶媒

実験手順

A slurry of 2-(5-oxo-4,5-dihydro-[1,2,4]triazin-6-ylmethyl)-isoindole-1,3-dione (4 g, 15.6 mmol) in DCM/EtOH (1:1) (150 mL) was charged with anhydrous hydrazine (1.23 mL, 39.0 mmol) and stirred at it for 18 h. The reaction mixture was concentrated in vacuo and the off-white solid was triturated with warm CHCl3 and filtered through a fritted funnel. The solid was then triturated with hot boiling methanol (MeOH) and filtered through a flitted funnel resulting in an off-white solid. The material was triturated a second time as before and dried overnight resulting in the title compound as a white solid, which was taken on to the next step without further purification; 1H NMR (DMSO-d6, 400 MHz) δ 3.88 (s, 2H), 8.31 (2, 1H); MS (ES+): m/z 127.07 (100) [MH+], HPLC: tR=0.34 min (MicromassZQ, polar—5 min).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe off-white solid was triturated with warm CHCl3
  3. filtrationfiltered through a fritted funnel
  4. customThe solid was then triturated
  5. filtrationfiltered through a flitted funnel
  6. customresulting in an off-white solid
  7. customThe material was triturated a second time as before and
  8. customdried overnight

出典と根拠

ORDレコード
ord-5b95dfa1e58a43c9a4ec75dc25e71fc9
出典データセット
uspto-grants-2013_02
特許番号
US08367826B2

反応ノート

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