Triethylamine → 5-(3-Methoxyphenyl)benzimidazolidin-2-one

HRID 413248노트

반응식

HRID 413248 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[CH:11][C:12]([NH2:18])=[C:13]([CH:17]=2)C(O)=O)[CH:6]=[CH:7][CH:8]=1.C[N:20]1CCC[C:21]1=[O:25].C(N(CC)CC)C>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[CH:11][C:12]3[NH:18][C:21](=[O:25])[NH:20][C:13]=3[CH:17]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 223253354-Amino-3'-methoxy[1,1'-biphenyl]-3-carboxylic acid

생성물 1

HCID 223253275-(3-Methoxyphenyl)benzimidazolidin-2-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a suspension of 5-(3-methoxyphenyl)-2-aminobenzoic acid (2.0g) in 1,4-dioxane (20 mL) add N-methylpyrolidinone (NMP, 5 mL) and triethylamine (1.4 mL), followed by diphenyl phosphoric azide (DPPA, 2.5 g). After stirring at ambient temperature for 30 minutes, heat the mixture to 100° C. for 2 hours, until gas evolution fully subsided. Cool the mixture to ambient temperature and concentrate in vacuo. Dissolve the residue in MeOH and leave to stand for 18 hours. Filter the precipitate and air dry to obtain 5-(3-methoxyphenyl)benzimidazolidin-2-one as a pale yellow solid.

후처리

  1. temperatureheat the mixture to 100° C. for 2 hours
  2. temperatureCool the mixture to ambient temperature
  3. concentrationconcentrate in vacuo
  4. dissolutionDissolve the residue in MeOH
  5. customleave
  6. waitto stand for 18 hours
  7. filtrationFilter the precipitate and air
  8. customdry

출처 및 근거

ORD 기록
ord-8b709cc66827410b9b2df21321afb77d
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566367B2

반응 노트

불러오는 중…