Triethylamine → 2-Thiazolamine, 4-(4-methoxyphenyl)-5-(3-pyridinyl)-

HRID 65029

반응식

HRID 65029 반응식
[NH2:1][C:2]([NH2:4])=[S:3].Br.Br[CH:7]([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)=O.C(N(CC)CC)C>C(#N)C>[NH2:1][C:2]1[S:3][C:7]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)[N:4]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2723790ThioureaHCID 114633362-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide

생성물 1

HCID 30248942-Thiazolamine, 4-(4-methoxyphenyl)-5-(3-pyridinyl)-수율 90%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In 40 ml of acetonitrile was dissolved 516 mg of thiourea. In the solution was suspended 2.5 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)-ethanone hydrobromide. To the suspension was added dropwise slowly 0.95 ml of triethylamine while stirring. The mixture was stirred for 3 hours at a refluxing temperature, which was then left standing for cooling. Precipitating crystals were collected by filtration. The crystals were washed with an aqueous solution of saturated hydrogen carbonate, water, ethanol and ethylether in that order, followed by drying. The crystals were recrystallised from tetrahydrofuran to yield 1.5 g (90%) of 2-amino-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazol, m.p. 265°-266° C.

후처리

  1. stirringThe mixture was stirred for 3 hours at a refluxing temperature, which
  2. waitwas then left standing
  3. temperaturefor cooling
  4. customPrecipitating crystals
  5. filtrationwere collected by filtration
  6. washThe crystals were washed with an aqueous solution of saturated hydrogen carbonate, water, ethanol and ethylether in that order
  7. customby drying
  8. customThe crystals were recrystallised from tetrahydrofuran

출처 및 근거

ORD 기록
ord-474e362800e249e193c25c2149262056
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612321

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