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

HRID 2270051

反応式

HRID 2270051 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-99b7e238345d4d3bb3731e3359940f36
出典データセット
uspto-grants-2001_12
特許番号
US06331521B1

関連ノート

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