Methylamine → N-methyl-3-nitrobenzamide

HRID 896513

反応式

HRID 896513 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[CH3:13][NH2:14]>O1CCCC1.C(OCC)(=O)C>[CH3:13][NH:14][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

参加物

5

反応物 2

HCID 6329MethylamineHCID 8495Benzoyl chloride, 3-nitro-

生成物 1

HCID 221964N-methyl-3-nitrobenzamide収率 94%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

3-Nitrobenzoyl chloride (7.00 g, 37.7 mmol) was dissolved in tetrahydrofuran (300 mL) and methylamine (41.5 mL of a 2.0 M solution in tetrahydrofuran, 82.9 mmol) was added. The reaction mixture was stirred for 2 hours. The reaction mixture was diluted with ethyl acetate and washed three times with water. The organic layer was dried over sodium sulfate and concentrated to provide a solid (6.38 g, 94%) which was used without further purification. 1H NMR (300 MHz, CDCl3), δ8.84 (bs, 1H), 8.67 (m, 1H), 8.37 (dd, J=8, 2 Hz, 1H), 8.28 (d, J=7 Hz, 1H), 7.78 (dd, J=8, 7 Hz, 1H), 2.83 (m, 3H). Mass spec (ES+) m+/z 181 (M+H+).

後処理

  1. washwashed three times with water
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-5c0aa8a0972d4fa58b57a70f80f09275
出典データセット
uspto-grants-2005_07
特許番号
US06919356B2

関連ノート

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