Phosphorus sulfide (P2S5) → Methyl 4-[5-(4-methoxyphenyl)thiazol-2-yl]benzoate

HRID 2270051

반응식

HRID 2270051 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:24]=[CH:23][C:8]([C:9]([NH:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)=O)=O)=[CH:7][CH:6]=1)=[O:4].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:26]>O1CCCC1>[CH3:22][O:21][C:18]1[CH:19]=[CH:20][C:15]([C:13]2[S:26][C:9]([C:8]3[CH:23]=[CH:24][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=3)=[N:11][CH:12]=2)=[CH:16][CH:17]=1

참가 물질

4

반응물 2

HCID 14817Phosphorus sulfide (P2S5)2회HCID 136403692-(4-Methoxycarbonylbenzamido)-4'-methoxyacetophenone

생성물 1

HCID 18331084Methyl 4-[5-(4-methoxyphenyl)thiazol-2-yl]benzoate수율 126.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(4-methoxycarbonylbenzamido)-4′-methoxyacetophenone (4.0 g) in tetrahydrofuran (80 ml) was added phosphorus pentasulfide (3.53 g), and refluxed for 2.5 hours. The reaction mixture was additionally added phosphorus pentasulfide (1.0 g), and refluxed for 1 hour. The reaction mixture was filtered, and the filtrate was cooled, and poured into water (1200 ml), and stirred for 1 hour. The resulting precipitate was collected by filtration. The solids were slurried in acetonitrile, and collected by filtration to give methyl 4-[5-(4-methoxyphenyl)thiazol-2-yl]benzoate (3.26 g).

후처리

  1. temperaturerefluxed for 2.5 hours
  2. temperaturerefluxed for 1 hour
  3. filtrationThe reaction mixture was filtered
  4. temperaturethe filtrate was cooled
  5. additionpoured into water (1200 ml)
  6. filtrationThe resulting precipitate was collected by filtration
  7. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-99b7e238345d4d3bb3731e3359940f36
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06331521B1

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