4-Methyl-3-nitrobenzoic acid → (4-Ethylpiperazin-1-yl)-(4-methyl-3-nitrophenyl)methanone

HRID 912153

反応式

HRID 912153 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].C1C=CC2N(O)N=NC=2C=1.[CH2:24]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)[CH3:25]>ClCCl>[CH2:24]([N:26]1[CH2:31][CH2:30][N:29]([C:6]([C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=2)=[O:8])[CH2:28][CH2:27]1)[CH3:25]

参加物

5

反応物 3

HCID 73194-Methyl-3-nitrobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 791961-Ethylpiperazine

生成物 1

HCID 808340(4-Ethylpiperazin-1-yl)-(4-methyl-3-nitrophenyl)methanone収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 4-methyl-3-nitro-benzoic acid (730 mg, 4.03 mmol), WSCI (930 mg, 4.85 mmol), HOBt (110 mg, 0.674 mmol) and N-ethylpiperazine (608 μl, 4.79 mmol), dichloromethane (8 ml) was added, followed by stirring for 13 hours. The reaction mixture was washed with aqueous ammonium chloride solution, and subsequently dried over sodium sulfate. After filtering sodium sulfate, the filtrate was concentrated under reduced pressure, to obtain (4-ethyl-piperazin-1-yl)-(4-methyl-3-nitro-phenyl)-methanone (1.06 g, 95%).

後処理

  1. washThe reaction mixture was washed with aqueous ammonium chloride solution
  2. dry with materialsubsequently dried over sodium sulfate
  3. filtrationAfter filtering sodium sulfate
  4. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-8036c311c9f7474e8a9ec5c3ab79236f
出典データセット
uspto-grants-2011_09
特許番号
US08022205B2

関連ノート

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