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Acetic Acid → HCID 15729178、化合物

HRID 1656977
ノート
印刷プレビュー

反応式

HRID 1656977 の反応式
[NH2:1][C:2]1[S:3][C:4]([S:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:5][N:6]=1.[C:15](O)(=[O:17])[CH3:16]>C(OC(=O)C)(=O)C>[NH2:1][C:2]1[S:3][C:4]([S:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:17])[CH3:16])=[CH:10][CH:9]=2)=[CH:5][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

4

反応物 2

HCID 176Acetic AcidHCID 18954726HCID 18954726、化合物

生成物 1

HCID 15729178HCID 15729178、化合物収率 44.2%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

A mixture of 2-amino-5-(4-aminophenylthio)thiazole, (4.0 g) in a mixture of acetic acid (40 ml) and acetic anhydride (2.2 g) was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure and the residue was triturated with aqueous sodium bicarbonate. The precipitates were collected by filtration, washed with water and dried in vacuo to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 150 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-amino-5-(4-acetylaminophenylthio)thiazole (2.1 g, yield: 44.2%). mp: 240°-245° C. (dec.)

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was triturated with aqueous sodium bicarbonate
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customdried in vacuo
  6. customto give solid
  7. washeluted with a mixture of chloroform and methanol (10:1)
  8. additionThe fractions containing the objective compound
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-15a0c43ae31849daad676701a4f63535
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05256675

反応ノート

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