Benzenesulfonyl chloride, 4-chloro-3-nitro- → 1-[(4-Chloro-3-nitrophenyl)sulfonyl]-4-methylpiperazine

HRID 1012119ノート

反応式

HRID 1012119 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:19]2[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]2)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

参加物

5

反応物 3

HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 8471TriethylamineHCID 531671-Methylpiperazine

生成物 1

HCID 28424191-[(4-Chloro-3-nitrophenyl)sulfonyl]-4-methylpiperazine収率 58%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Chloro-3-nitro-benzenesulphonyl chloride (2.56 g, 10 mmol) was added in small portions to a solution of N-methyl piperazine (1.33 ml, 12 mmol) in DCM (25 ml) at 0° C. To this solution was added triethylamine (2.08 ml, 15 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 2 h and then reduced in vacuo. The residue was partitioned between ethyl acetate and water, and the organic layer washed with brine, dried (MgSO4) and reduced in vacuo. Purification with column chromatography eluting with 0-20% methanol in ethyl acetate gave 1-(4-chloro-3-nitro-benzenesulphonyl)-4-methyl-piperazine as an off-white solid (1.84 g, 58%). (LC/MS: Rt 1.84, [M+H]+ 319.97).

後処理

  1. customThe residue was partitioned between ethyl acetate and water
  2. washthe organic layer washed with brine
  3. dry with materialdried (MgSO4)
  4. customPurification with column chromatography
  5. washeluting with 0-20% methanol in ethyl acetate

出典と根拠

ORDレコード
ord-cc8614a7712d454d88c899d8e59e133f
出典データセット
uspto-grants-2011_07
特許番号
US07977477B2

反応ノート

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