Bromine → HCID 57634025、化合物

HRID 661063ノート

反応式

HRID 661063 の反応式
[CH3:1][N:2]([CH2:4][C:5]1[N:6]=[C:7]([NH:10][C:11](=[O:13])[CH3:12])[S:8][CH:9]=1)[CH3:3].[Br:14]Br>CC(O)=O>[Br:14][C:9]1[S:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[N:6][C:5]=1[CH2:4][N:2]([CH3:1])[CH3:3]

参加物

4

反応物 2

HCID 24408BromineHCID 57634222N-[4-[(Dimethylamino)methyl]-2-thiazolyl]acetamide

生成物 1

HCID 57634025HCID 57634025、化合物収率 65.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of N-(4-((dimethylamino)methyl)thiazol-2-yl)acetamide (1.1 g, 5.5 mmol) in 10 mL AcOH was added Br2 (0.28 mL, 5.5 mmol) dropwise. The resulting mixture discolored instantly, and a precipitate appeared. The precipitate was filtered and washed with AcOH. The collected precipitate was neutralized with saturated sodium bicarbonate and extracted twice with 100 mL EtOAc. The organic layer was combined, washed once with brine, and dried over sodium sulfate. After removing the solvent, the product was obtained as a white solid (1.0 g, yield=65%). LCMS (API-ES) m/z (%) 278.0 (100%, M++H). 1H NMR (400 MHz, CDCl3) δ ppm 2.24 (s, 3H) 2.28 (s, 6H) 3.44 (s, 2H).

後処理

  1. filtrationThe precipitate was filtered
  2. washwashed with AcOH
  3. extractionextracted twice with 100 mL EtOAc
  4. washwashed once with brine
  5. dry with materialdried over sodium sulfate
  6. customAfter removing the solvent

出典と根拠

ORDレコード
ord-9e80dedb3cc04bd8a007ce48fc5352ed
出典データセット
uspto-grants-2011_12
特許番号
US08084479B2

反応ノート

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