Triethylamine → 4-(5-Indanyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole

HRID 65033노트

반응식

HRID 65033 반응식
[CH3:1][NH:2][C:3]([NH2:5])=[S:4].Br.Br[CH:8]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)[C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[CH2:16][CH2:15][CH2:14]2)=O.C(N(CC)CC)C>C(#N)C>[CH2:16]1[C:17]2[C:13](=[CH:12][C:11]([C:9]3[N:5]=[C:3]([NH:2][CH3:1])[S:4][C:8]=3[C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)=[CH:19][CH:18]=2)[CH2:14][CH2:15]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2723704MethylthioureaHCID 137146742-Bromo-1-(5-indanyl)-2-(3-pyridyl)ethanone hydrobromide

생성물 1

HCID 137146904-(5-Indanyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole수율 80%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In 40 ml of acetonitrile was dissolved 661 mg. of N-methyl thiourea. In the solution was suspended 2.9 g of 2-bromo-1-(5-indanyl)-2-(3-pyridyl)ethanone hydrobromide. To the suspension was added dropwise slowly 1 ml of triethylamine. The mixture was then stirred for 2 hours at refluxing temperature, followed by being left standing for cooling. The solvent was then evaporated off. To the residue was added a saturated aqueous solution of sodium hydrogen carbonate. The mixture was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried and, then, the solvent was evaporated off. Recrystallization was conducted from ethyl acetate-isopropylether afforded 1.8 g (80%) of 4-(5-indanyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole, m.p. 169°-170° C.

후처리

  1. temperatureat refluxing temperature
  2. waitby being left
  3. temperaturefor cooling
  4. customThe solvent was then evaporated off
  5. additionTo the residue was added a saturated aqueous solution of sodium hydrogen carbonate
  6. extractionThe mixture was subjected to extraction with ethyl acetate
  7. washThe extract solution was washed with water
  8. customdried
  9. customthe solvent was evaporated off
  10. customRecrystallization

출처 및 근거

ORD 기록
ord-2f4230d73f514a46bb7feb07ed4a6ccb
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612321

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