N-bromobutanimide → 1-Bromo-4-chloro-7,8-dimethylimidazo[1,2-A]quinoxaline

HRID 1025480ノート

反応式

HRID 1025480 の反応式
[Cl:1][C:2]1[C:3]2[N:4]([CH:14]=[CH:15][N:16]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([CH3:12])=[C:7]([CH3:13])[CH:6]=2.C1C(=O)N([Br:24])C(=O)C1>C1COCC1.CN1C(=O)CCC1>[Br:24][C:14]1[N:4]2[C:5]3[C:10]([N:11]=[C:2]([Cl:1])[C:3]2=[N:16][CH:15]=1)=[CH:9][C:8]([CH3:12])=[C:7]([CH3:13])[CH:6]=3

参加物

4

反応物 2

HCID 67184N-bromobutanimide2 回HCID 866653244-Chloro-7,8-dimethyl-imidazo[1,2-a]quinoxaline

生成物 1

HCID 717416381-Bromo-4-chloro-7,8-dimethylimidazo[1,2-A]quinoxaline収率 81.1%

試薬・触媒・溶媒 1

HCID 22156051tetrahydrofuran N-methylpyrrolidinone溶媒

実験手順

To a stirred suspension of 4-chloro-7,8-dimethyl-imidazo[1,2-a]quinoxaline (32.2 g, 0.148 mot) in THF/NMP 2:1 (312 mL) was added NBS (26.3 g, 0.148 mot) in one portion at room temperature. After stirred for 18 h, additional NBS (13.1 g, 0.074 mot) was added and the mixture was stirred for additional 2 h at room temperature. After removal of the THF portion of the organic phase by vacuum evaporation, water was added (520 mL). The precipitate was filtered and the residue was washed with water, diethyl ether and dried to give 35 g of the title compound. 1H-NMR (300 MHz, d6-DMSO): δ=8.54 (1H, s), 7.75 (1H, s), 7.40 (1H, s), 2.20 (6H, s) ppm.

後処理

  1. stirringthe mixture was stirred for additional 2 h at room temperature
  2. customAfter removal of the THF portion of the organic phase
  3. customby vacuum evaporation, water
  4. additionwas added (520 mL)
  5. filtrationThe precipitate was filtered
  6. washthe residue was washed with water, diethyl ether
  7. customdried

出典と根拠

ORDレコード
ord-0ebe3b7a866c4e49a7651e9a05e4bdce
出典データセット
uspto-grants-2014_05
特許番号
US08729082B2

反応ノート

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