O-Phenylenediamine → Meta-Pyridyl 6-(1H-benzo[d]imidazol-2-yl)pyridin-2-amine

HRID 419909

反応式

HRID 419909 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8](O)=O)[CH:5]=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18].[OH-].[Na+]>>[N:7]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=1[C:3]1[C:2]([NH2:1])=[N:7][C:6]([C:8]2[NH:18][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=2)=[CH:5][CH:4]=1

参加物

4

反応物 3

HCID 7243O-PhenylenediamineHCID 14798Sodium HydroxideHCID 3516526-Aminopyridine-2-carboxylic acid

生成物 1

HCID 86610760Meta-Pyridyl 6-(1H-benzo[d]imidazol-2-yl)pyridin-2-amine

実験手順

A suspension of 6-aminopyridine-2-carboxylic acid (1.12 g, 8.2 mmol) with 1,2-diaminobenzene (1.77 mg,16.4 mmol) was heated in 8 mL of PPA at 180 degree for 2 h. The reaction mixture was poured into 250 mL of ice-water and neutralized with 2 N NaOH (chilled) while vigorously stirred. The resulting precipitate was filtered to collect an off-white solid, which was washed with 20 mL warm water, dried and purified by chromatography using a 9:1 mixture of CH2Cl2 to MeOH (MS, M++H=211).

後処理

  1. temperaturewas heated in 8 mL of PPA at 180 degree for 2 h
  2. filtrationThe resulting precipitate was filtered
  3. customto collect an off-white solid, which
  4. washwas washed with 20 mL
  5. temperaturewarm water
  6. customdried
  7. custompurified by chromatography
  8. additiona 9:1 mixture of CH2Cl2 to MeOH (MS, M++H=211)

出典と根拠

ORDレコード
ord-d766fec0940c48e7ad24d38f41bb1b34
出典データセット
uspto-grants-2012_01
特許番号
US08093401B2

関連ノート

読み込み中…