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Triethylamine → [4-(3,5-Dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl)amine

HRID 1062626
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HRID 1062626 반응식
Br.Br[CH:3]([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)[C:4]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH3:13])[CH:7]=1)=O.[NH2:20][C:21]([NH2:23])=[S:22].C(N(CC)CC)C>C(#N)C>[CH3:13][C:8]1[CH:7]=[C:6]([C:4]2[N:20]=[C:21]([NH2:23])[S:22][C:3]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH:11]=[C:10]([CH3:12])[CH:9]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2723790ThioureaHCID 222823612-Bromo-1-(3,5-dimethylphenyl)-2-(4-pyridyl)ethanone hydrocbromide

생성물 1

HCID 9925734[4-(3,5-Dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl)amine수율 55.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-bromo-1-(3,5-dimethylphenyl)-2-(4-pyridyl)ethanone hydrobromide (5.0 g, 13 mmol) and thiourea (1.0 g, 14 mmol) in acetonitrile (60 mL) was added dropwise triethylamine (1.9 ml, 14 mmol) and the mixture was stirred at room temperature for 3 h. The solvent was concentrated under reduced pressure and a saturated aqueous sodium hydrogencarbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with water and the solvent was evaporated. The obtained crude crystals were recrystallized from ethyl acetate to give the title compound (2.0 g, 7.2 mmol, yield 55%).

후처리

  1. concentrationThe solvent was concentrated under reduced pressure
  2. additiona saturated aqueous sodium hydrogencarbonate solution was added to the residue
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. customthe solvent was evaporated
  6. customThe obtained crude crystals
  7. customwere recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-0d55bbe93c7542db9b24d264ab5f7419
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06962933B1

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