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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → methyl 4-(1-isopropyl-1H-benzo[d]imidazol-2-ylamino)benzoate

HRID 2273592
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HRID 2273592 반응식
CN(C)CCCN=C=NCC.[CH:12]([NH:15][C:16]1[C:17]([NH2:22])=[CH:18][CH:19]=[CH:20][CH:21]=1)([CH3:14])[CH3:13].[N:23]([C:26]1[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=1)=[C:24]=S>O1CCCC1.C(OCC)(=O)C>[CH:12]([N:15]1[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N:22]=[C:24]1[NH:23][C:26]1[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=1)([CH3:14])[CH3:13]
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참가 물질

6

반응물 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 1380024-Methoxycarbonylphenyl isothiocyanateHCID 105587871-N-(propan-2-yl)benzene-1,2-diamine

생성물 1

HCID 67514178methyl 4-(1-isopropyl-1H-benzo[d]imidazol-2-ylamino)benzoate수율 58.9%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

실험 절차

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide (EDC, 206 mg, 1.34 mmol) is added to a solution of N1-isopropylbenzene-1,2-diamine (100 mg, 0.67 mmol) and methyl 4-isothiocyanatobenzoate (138 mg, 0.67 mmol) in tetrahydrofuran. The reaction may be heated to reflux for a time period (for example 2 hours) and cooled to room temperature. The mixture may be diluted with ethyl acetate, filtered and concentrated. The residue may be purified by any method, including Biotage column chromatography to give methyl 4-(1-isopropyl-1H-benzo[d]imidazol-2-ylamino)benzoate (122 mg)

후처리

  1. customThe reaction
  2. temperaturemay be heated
  3. customto reflux for a time period (for example 2 hours)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue may be purified by any method

출처 및 근거

ORD 기록
ord-fe6bba49e33c4255845a12e4fee52442
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09125901B2

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