Dicyclohexylcarbodiimide → 4-Amidino-2-benzoylphenyl 4-acetylaminobenzoate

HRID 1589505노트

반응식

HRID 1589505 반응식
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C1CCC(N=C=NC2CCCCC2)CC1.CS(O[C:34]1[CH:39]=[CH:38][C:37]([C:40](=[NH:42])[NH2:41])=[CH:36][C:35]=1[C:43](=[O:50])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)(=O)=O>N1C=CC=CC=1>[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:11][C:34]2[CH:39]=[CH:38][C:37]([C:40](=[NH:41])[NH2:42])=[CH:36][C:35]=2[C:43](=[O:50])[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 19266p-Acetamidobenzoic acidHCID 540991824-Amidino-2-benzoylphenol methanesulfonate

생성물 1

HCID 131784794-Amidino-2-benzoylphenyl 4-acetylaminobenzoate수율 22.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 1.79 g of 4-acetylaminobenzoic acid in 50 ml of dried pyridine, was added 3.1 g of DCC. The mixture was stirred for 30 minutes while being cooled in ice. After addition of 3.36 g of 4-amidino-2-benzoylphenol methanesulfonate, the mixture was further stirred overnight. The reaction mixture was removed of the insolubles and mixed with ethyl ether to obtain a colorless solid substance which on recrystallization from methanol yielded 0.9 g of colorless crystals of 4-amidino-2-benzoylphenyl 4-acetylaminobenzoate methanesulfonate.

후처리

  1. temperaturewhile being cooled in ice
  2. waitthe mixture was further stirred overnight
  3. customThe reaction mixture was removed of the insolubles
  4. additionmixed with ethyl ether
  5. customto obtain a colorless solid substance which
  6. customon recrystallization from methanol

출처 및 근거

ORD 기록
ord-a88f1ac1ed8349148a1d0c50aaaf4c49
출처 데이터셋
uspto-grants-1986_02
특허 번호
US04570006

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