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1-Methylpiperazine → (2-Methoxy-3-nitro-phenyl)-(4-methyl-piperazin-1-yl)-methanone

HRID 1262309
ノート
印刷プレビュー

反応式

HRID 1262309 の反応式
[CH3:1][O:2][C:3]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.O.ON1C2C=CC=CC=2N=N1.C([O-])(O)=O.[Na+]>CN(C)C=O>[CH3:1][O:2][C:3]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([N:19]1[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 27960291-Hydroxybenzotriazole hydrateHCID 120151952-Methoxy-3-nitrobenzoic acid

生成物 1

HCID 66712414(2-Methoxy-3-nitro-phenyl)-(4-methyl-piperazin-1-yl)-methanone収率 44%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

2-Methoxy-3-nitro-benzoic acid (1.20 g, 6.09 mmol), 1-Methylpiperazine (1.01 mL, 9.13 mmol) N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (1750 mg, 9.13 mmol, 1-hydroxybenzotriazole hydrate (1.45 g, 9.13 mmole) and N,N-Dimethylformamide (40.4 mL) were combined into a vial and stirred at room temperature for 1 hour. LCMS showed complete conversion to product. Diluted reaction mixture with saturated NaHCO3 and filtered off resulting ppt. The solid was filtered and washed with water. The solid was dried under vacuum overnight to give (2-Methoxy-3-nitro-phenyl)-(4-methyl-piperazin-1-yl)-methanone as a white solid (0.70 g, 44%)

後処理

  1. additionDiluted
  2. filtrationfiltered off
  3. customresulting ppt
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customThe solid was dried under vacuum overnight

出典と根拠

ORDレコード
ord-c0a62e1f49304c1ea7042b99df886f66
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08471005B2

反応ノート

読み込み中…

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