Bromine → N-(4-bromo-2-methylthiazol-5-yl)acetamide

HRID 1051426ノート

反応式

HRID 1051426 の反応式
[CH3:1][C:2]1[S:3][C:4]([NH:7][C:8](=[O:10])[CH3:9])=[CH:5][N:6]=1.[Br:11]Br>C(Cl)(Cl)Cl.OS([O-])=O.[Na+]>[Br:11][C:5]1[N:6]=[C:2]([CH3:1])[S:3][C:4]=1[NH:7][C:8](=[O:10])[CH3:9]

参加物

5

反応物 2

HCID 24408BromineHCID 73554716N-(2-Methylthiazol-5-yl)acetamide

生成物 1

HCID 86715559N-(4-bromo-2-methylthiazol-5-yl)acetamide収率 67%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 23665763Sodium Bisulfite溶媒

実験手順

To a solution of N-(2-methylthiazol-5-yl)acetamide (0.4 g, 2.6 mmol) in CHCl3 (30 mL) was added Br2 (0.15 mL, 2.8 mmol), then the solution was stirred at room temperature for 12 h to give a brown solution. The reaction mixture was diluted with saturated NaHSO3 solution. The aqueous layer was extracted with DCM (3×30 mL). The combined organic layers were dried with Na2SO4, filtered and concentrated to afford a yellow solid. The resulting mixture was deposited onto silica gel and loaded onto a silica gel column and eluted with PE/EA(1:1) to give the title compound (400 mg, yield 67%).

後処理

  1. customto give a brown solution
  2. extractionThe aqueous layer was extracted with DCM (3×30 mL)
  3. dry with materialThe combined organic layers were dried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto afford a yellow solid
  7. washeluted with PE/EA(1:1)

出典と根拠

ORDレコード
ord-432fd5a06d8249868afbdf458b1a3e7c
出典データセット
uspto-grants-2016_07
特許番号
US09388180B2

反応ノート

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