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

HRID 1352653노트

반응식

HRID 1352653 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f4130c369ea64616af7cce3dfbbb51ba
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220769B2

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