Water → HCID 21875489、化合物

HRID 966910ノート

反応式

HRID 966910 の反応式
[NH2:1][C:2]1[C:9]([NH2:10])=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:14]([CH:16]=O)=O.O.[OH-].[NH4+]>C(O)(=O)C>[N+:11]([C:8]1[C:9]2[N:10]=[CH:16][CH:14]=[N:1][C:2]=2[C:3]([C:4]#[N:5])=[CH:6][CH:7]=1)([O-:13])=[O:12]

参加物

6

反応物 4

HCID 962WaterHCID 7860GlyoxalHCID 14923Ammonium HydroxideHCID 218754572,3-Diamino-4-nitrobenzonitrile

生成物 1

HCID 21875489HCID 21875489、化合物収率 70%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
22 °C

実験手順

2,3-Diamino-4-nitro-benzonitrile (0.050 g, 0.28 mmol, as prepared in WO-98/32439) was added to solution of glyoxal (40% in water, 0.032 mL, 0.28 mmol) in acetic acid (0.75 mL) and stirred at 22° C. for 3 h. The reaction was cooled to 0° C. and water (2.0 mL) was added and the pH was adjusted to 9.0 by addition of ammonium hydroxide which caused the product to precipitate. The mixture was then filtered and rinsed with cold water. Drying in vacuo gave 0.039 g (70%) of compound 468A as an orange solid. HPLC: 100% at 2.037 min (retention time) (YMC S5 ODS column, 4.6×50 mm, eluting with 10-90% aqueous methanol over 4 min containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm).

後処理

  1. temperatureThe reaction was cooled to 0° C.
  2. customto precipitate
  3. filtrationThe mixture was then filtered
  4. washrinsed with cold water
  5. customDrying in vacuo

出典と根拠

ORDレコード
ord-7648b8e3930449239b8b7fe3a9aff2b2
出典データセット
uspto-grants-2005_10
特許番号
US06953679B2

反応ノート

読み込み中…