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Triethylamine → {3-[4-(2-Methyl-benzoyl)-thiazol-2-ylamino]-propyl}-carbamic Acid tert-butyl Ester

HRID 2119596
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반응식

HRID 2119596 반응식
Br[CH2:2][C:3](=O)[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12])=[O:5].[C:14]([O:18][C:19](=[O:28])[NH:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]([NH2:27])=[S:26])([CH3:17])([CH3:16])[CH3:15].CCN(CC)CC>CO>[C:14]([O:18][C:19](=[O:28])[NH:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]1[S:26][CH:2]=[C:3]([C:4](=[O:5])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH3:12])[N:27]=1)([CH3:17])([CH3:15])[CH3:16]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 128858763-Bromo-1-o-tolyl-propane-1,2-dioneHCID 20616909tert-Butyl 3-thioureidopropylcarbamate

생성물 1

HCID 20616901{3-[4-(2-Methyl-benzoyl)-thiazol-2-ylamino]-propyl}-carbamic Acid tert-butyl Ester수율 71.3%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
80 °C

실험 절차

A mixture of 2.55 g (10.6 mmol) 3-Bromo-1-o-tolyl-propane-1,2-dione, 1.9 g (8.1 mmol) (3-thioureido-propyl)-carbamic acid tert-butyl ester and 5.66 ml (40.6 mmol) NEt3 in 100 ml methanol was heated to 80° C. for 2 h. The reaction mixture was evaporated under reduced pressure and the residue was purifier by flash column chromatography on silica eluting with a gradient of heptane and ethyl acetate. Evaporation of the product fractions yielded 2.17 g (71%) of the title compound as dark red oil.

후처리

  1. customThe reaction mixture was evaporated under reduced pressure
  2. customEvaporation of the product fractions

출처 및 근거

ORD 기록
ord-1eacff90af794625ae8ec969a65eaac2
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06686381B2

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