Methylamine → N,3,5-Trimethyl-4-nitrobenzamide

HRID 471446ノート

反応式

HRID 471446 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:14])[C:10]=1[N+:11]([O-:13])=[O:12])[C:5](O)=[O:6].[C:15](N1C=CN=C1)([N:17]1C=CN=C1)=O.CN>O1CCCC1>[N+:11]([C:10]1[C:2]([CH3:1])=[CH:3][C:4]([C:5]([NH:17][CH3:15])=[O:6])=[CH:8][C:9]=1[CH3:14])([O-:13])=[O:12]

参加物

5

反応物 3

HCID 6329MethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 2494133,5-Dimethyl-4-nitrobenzoic acid

生成物 1

HCID 86697180N,3,5-Trimethyl-4-nitrobenzamide収率 93.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3,5-Dimethyl-4-nitrobenzoic acid (1 g, 5.12 mmol) is suspended in dry tetrahydrofuran (10 mL) and 1,1′-carbonyldiimidazole (0.91 g, 5.64 mmol) is added. The mixture is stirred for 3 hours then methylamine (2 M solution in tetrahydrofuran, 7.7 mL, 15.4 mmol) is added and the mixture stirred for 30 minutes. The solvent is removed, the residue suspended in EtOAc and washed with 0.2 M aqueous HCl solution, saturated sodium bicarbonate solution and brine, dried and the solvent removed under vacuum to give the title compound (Yield 1.0 g).

後処理

  1. stirringthe mixture stirred for 30 minutes
  2. customThe solvent is removed
  3. washwashed with 0.2 M aqueous HCl solution, saturated sodium bicarbonate solution and brine
  4. customdried
  5. customthe solvent removed under vacuum

出典と根拠

ORDレコード
ord-bae357b2dc764c9784bdaee60752b42f
出典データセット
uspto-grants-2014_01
特許番号
US08633182B2

反応ノート

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