Triethylamine → 4-methoxy-1H-benzo[d]imidazol-2(3H)-one

HRID 410214

반응식

HRID 410214 반응식
[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:3]=1C(O)=O.P(N=[N+]=[N-])(=O)([O:21][C:22]1C=CC=CC=1)OC1C=CC=CC=1.C([N:34](CC)CC)C>C1COCC1>[CH3:12][O:11][C:10]1[C:2]2[NH:1][C:22](=[O:21])[NH:34][C:3]=2[CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 123414Diphenylphosphoryl azideHCID 2557202-Amino-3-methoxybenzoic acid

생성물 1

HCID 129266284-methoxy-1H-benzo[d]imidazol-2(3H)-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

To a round bottomed flask was added 2-amino-3-methoxybenzoic acid (2.2705 g, 13.58 mmol), diphenyl phosphorazidate (3.51 mL, 16.30 mmol), and triethylamine (3.79 mL, 27.2 mmol) in THF to stir at 80° C. Upon completion the reaction was allowed to cool to room temperature. Solvent was evaporated. The residue was taken up in DCM. The reaction mixture was diluted with water and extracted with DCM. A white precipitate was noted to form during extraction The solid was filtered to provide 4-methoxy-1H-benzo[d]imidazol-2(3H)-one. MS (ESI, pos. ion) m/z: 165.0 (M+1).

후처리

  1. temperatureto cool to room temperature
  2. customSolvent was evaporated
  3. additionThe reaction mixture was diluted with water
  4. extractionextracted with DCM
  5. customto form during extraction The solid
  6. filtrationwas filtered

출처 및 근거

ORD 기록
ord-61b2ec0aa9874394ab506b4b4852d25a
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759532B2

연결된 노트

불러오는 중…