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

HRID 555871노트

반응식

HRID 555871 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. [M+H]=165.0.

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-07c0bed16dfa4003be0db0229759d9ca
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053438B2

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