Pyridine → N-(3-nitro-4-methylphenyl)-3-morpholinobenzamide

HRID 1369500노트

반응식

HRID 1369500 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](Cl)=[O:11])[CH2:3][CH2:2]1.[CH3:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25].N1C=CC=CC=1>C(Cl)Cl>[N+:24]([C:18]1[CH:19]=[C:20]([NH:21][C:10](=[O:11])[C:9]2[CH:13]=[CH:14][CH:15]=[C:7]([N:4]3[CH2:5][CH2:6][O:1][CH2:2][CH2:3]3)[CH:8]=2)[CH:22]=[CH:23][C:17]=1[CH3:16])([O-:26])=[O:25]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 83904-Methyl-3-nitroanilineHCID 220579723-Morpholinobenzoyl chloride

생성물 1

HCID 22057949N-(3-nitro-4-methylphenyl)-3-morpholinobenzamide수율 83.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 3-morpholinobenzoyl chloride (0.24 g) in methylene chloride (5 ml) was added to a stirred mixture of 4-methyl-3-nitroaniline (0.15 g), pyridine (0.24 ml) and methylene chloride (10 ml). The reaction mixture was stirred at ambient temperature for 16 hours. The organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution. The organic layer was dried (MgSO4) and evaporated. The residual solid was triturated under diethyl ether and the resultant solid was isolated and dried to give N-(3-nitro4-methylphenyl)-3-morpholinobenzamide (0.28 g); NMR: (DMSOd6) 3.2 (t, 4H), 3.3 (s, 3H), 3.78 (t, 4H), 7.19 (s, 1H), 7.4 (m, 2H), 7.47 (d, 2H), 8.0 (d, 1H), 8.83 (s, I1H), 10.23 (s, 1H).

후처리

  1. washThe organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customevaporated
  4. customThe residual solid was triturated under diethyl ether
  5. customthe resultant solid was isolated
  6. customdried

출처 및 근거

ORD 기록
ord-6888ee187b9c4c9694b7643323812302
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06579872B1

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