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Methanol → 4-(2-Amino-1,3-thiazol-4-yl)benzoic acid

HRID 352729
ノート
印刷プレビュー

反応式

HRID 352729 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][CH:8]=2)[N:6]=1.O1CCCC1.CO.[OH-].[Na+]>CN(C)C=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[CH:15][CH:16]=2)[N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 2060012Methyl 4-(2-aminothiazol-4-yl)benzoate

生成物 1

HCID 6131794-(2-Amino-1,3-thiazol-4-yl)benzoic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

At room temperature, methyl 4-(2-aminothiazol-4-yl)benzoate (300 mg) was suspended in a mixed solvent of tetrahydrofuran (5 ml) and methanol (5 ml), followed by the addition of a 1N aqueous sodium hydroxide solution (10 ml). The resulting mixture was stirred for one hour. To the reaction mixture, N,N-dimethylformamide (5 ml) was added, followed by heating under reflux for 6 hours. After completion of the reaction, the solvent was distilled off. To the residue, water and 1N hydrochloric acid were added successively and the pale yellow solid so precipitated was collected by filtration, whereby the title compound (229 mg, 69%) was obtained as a pale yellow solid.

後処理

  1. customAt room temperature
  2. temperatureby heating
  3. temperatureunder reflux for 6 hours
  4. customAfter completion of the reaction
  5. distillationthe solvent was distilled off
  6. additionTo the residue, water and 1N hydrochloric acid were added successively
  7. customthe pale yellow solid so precipitated
  8. filtrationwas collected by filtration, whereby the title compound (229 mg, 69%)
  9. customwas obtained as a pale yellow solid

出典と根拠

ORDレコード
ord-62ce097c977e4e46aed2f9398ef2e822
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06747023B1

反応ノート

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