Phosphorus oxide (P4O10) → 5,6-Dichloro-2-(4-cyano-2-methoxyphenyl)benzimidazole

HRID 1352653ノート

反応式

HRID 1352653 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[NH:10][C:11](=O)[C:12]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][C:13]=1[O:20][CH3:21].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1(C)C(C)=CC=CC=1>[Cl:9][C:5]1[C:6]([Cl:8])=[CH:7][C:2]2[N:1]=[C:11]([C:12]3[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][C:13]=3[O:20][CH3:21])[NH:10][C:3]=2[CH:4]=1

参加物

4

反応物 2

HCID 14812Phosphorus oxide (P4O10)2 回HCID 21101177N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide

生成物 1

HCID 211011705,6-Dichloro-2-(4-cyano-2-methoxyphenyl)benzimidazole収率 73.1%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A suspension of N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide (2.9 g, 8.6 mmol) and P2O5 (2.9 g, 10 mmol) in xylene (48 ml) was refluxed for 24 h. Additional P2O5 (2.9 g, 10 mmol) was added and the mixture was refluxed for 42 h. Solvent was removed under reduced pressure. The residue was treated with 2N NaOH (50 ml) and extracted with ethyl acetate (100 ml). The organic layer was washed with water and brine, dried over Na2SO4, filtered and evaporated under reduced pressure to give 2 g of the title compound (yield 73%), mp>250° C.

後処理

  1. temperaturewas refluxed for 24 h
  2. temperaturethe mixture was refluxed for 42 h
  3. customSolvent was removed under reduced pressure
  4. additionThe residue was treated with 2N NaOH (50 ml)
  5. extractionextracted with ethyl acetate (100 ml)
  6. washThe organic layer was washed with water and brine
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-f4130c369ea64616af7cce3dfbbb51ba
出典データセット
uspto-grants-2007_05
特許番号
US07220769B2

反応ノート

読み込み中…