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

HRID 237518노트

반응식

HRID 237518 반응식
[C:1](N1C=CN=C1)([N:3]1C=CN=C1)=O.[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([CH3:26])[C:22]=1[N+:23]([O-:25])=[O:24])[C:17](O)=[O:18].CN>O1CCCC1>[CH3:1][NH:3][C:17](=[O:18])[C:16]1[CH:15]=[C:14]([CH3:13])[C:22]([N+:23]([O-:25])=[O:24])=[C:21]([CH3:26])[CH:20]=1

참가 물질

5

반응물 3

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

생성물 1

HCID 86697180N,3,5-Trimethyl-4-nitrobenzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1′-Carbonyldiimidazole (914 mg) is added to a suspension of 3,5-dimethyl-4-nitrobenzoic acid (1 g) in tetrahydrofuran (10 mL). The mixture is stirred for 3 hours at room temperature, methylamine (7.7 mL, 2 M in tetrahydrofuran) is added and the mixture is stirred for further 30 minutes. After concentration the mixture is diluted with ethyl acetate and washed with hydrochloric acid (0.2 M), saturated aqueous NaHCO3 solution and brine. The organic phase is dried (Na2SO4) and concentrated to give the title compound. Yield: 1 g; LC (method 20): tR=4.82 min; Mass spectrum (ESI+): m/z=209 [M+H]+.

후처리

  1. stirringthe mixture is stirred for further 30 minutes
  2. concentrationAfter concentration the mixture
  3. additionis diluted with ethyl acetate
  4. washwashed with hydrochloric acid (0.2 M), saturated aqueous NaHCO3 solution and brine
  5. dry with materialThe organic phase is dried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e528b9000b804ca2ac24941ed8680a12
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642585B2

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