Hydrochloric Acid → 5-Methylbenzimidazolone

HRID 501798

반응식

HRID 501798 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1C(O)=O.C([O:15][CH2:16]C)(=O)C.O.Cl.C([N:22](CC)CC)C>O1CCOCC1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1>[CH3:11][C:8]1[CH:9]=[CH:10][C:2]2[NH:1][C:16](=[O:15])[NH:22][C:3]=2[CH:7]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 762552-Amino-5-methylbenzoic acid

생성물 1

HCID 2231345-Methylbenzimidazolone

시약·촉매·용매 2

HCID 312751,4-Dioxane용매HCID 199401P,P-Diphenylphosphinic azide용매

실험 절차

4.00 g of 2-amino-5-methylbenzoic acid was dissolved in 40 mL of 1,4-dioxane, to which 5.5 mL of triethylamine and 6.8 mL of diphenylphosphoryl azide were successively added, and this mixture was stirred for 1.5 hours while heating it under reflux. The reaction mixture, to which a mixture of ethyl acetate and water was added, was adjusted to pH 7 with 1M hydrochloric acid, and the organic phase was separated therefrom. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate, and the solvent was distilled out under reduced pressure to yield 2.96 g of 5-methyl-1,3-dihydro-2H-benzimidazol-2-one as light yellow solid.

후처리

  1. additionwere successively added
  2. temperaturewhile heating it
  3. temperatureunder reflux
  4. additionwas added
  5. customthe organic phase was separated
  6. washAfter the resultant organic phase was washed with water
  7. dry with materiala saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate
  8. distillationthe solvent was distilled out under reduced pressure

출처 및 근거

ORD 기록
ord-fab17d724e3842a1b89b8960d73c792c
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772285B2

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