Pyridine → 4-Diacetylamino-2-bromothiazole

HRID 26199ノート

反応式

HRID 26199 の反応式
[C:1]([NH:4][C:5]1[N:6]=[C:7]([Br:10])[S:8][CH:9]=1)(=[O:3])[CH3:2].N1C=CC=CC=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>>[C:1]([N:4]([C:17](=[O:19])[CH3:18])[C:5]1[N:6]=[C:7]([Br:10])[S:8][CH:9]=1)(=[O:3])[CH3:2]

参加物

4

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 202940434-Acetamido-2-bromo-thiazole

生成物 1

HCID 203771654-Diacetylamino-2-bromothiazole収率 10.7%

実験手順

A solution of 4-acetylamino-2-bromothiazole 10 g, prepared as described in Example 1, in acetic anhydride (100 ml) and pyridine (35 ml) was stirred at 100° C. for 24 hours. The reaction mixture was cooled and the excess acetic anhydride and pyridine removed in vacuo, and the residue was re-evaporated three times with toluene. The residue was purified by column chromatography using silica gel and eluting with chloroform, and recrystallised from hexane to give the title compound (1.2 g) m.p. 63°-65° C. (Found: C, 32.1; H, 2.8; N, 10.6 C7H7BrN2O2S requires C, 32.0; H, 2.7; N, 10.7%)

後処理

  1. temperatureThe reaction mixture was cooled
  2. customthe excess acetic anhydride and pyridine removed in vacuo
  3. customthe residue was re-evaporated three times with toluene
  4. customThe residue was purified by column chromatography
  5. washeluting with chloroform
  6. customrecrystallised from hexane

出典と根拠

ORDレコード
ord-47f7e7441b0743cd9732fce06a051fe2
出典データセット
uspto-grants-1979_04
特許番号
US04148904

反応ノート

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