Pyridine → N-(5-chloropyridin-2-yl)-2-nitrobenzamide

HRID 644161

반응식

HRID 644161 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.N1C=CC=CC=1.[N+:15]([C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21])([O-:17])=[O:16]>ClCCl>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][CH:25]=[CH:26][C:18]=2[N+:15]([O-:17])=[O:16])=[N:3][CH:4]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 118752-Nitrobenzoyl chlorideHCID 661742-Amino-5-chloropyridine

생성물 1

HCID 766647N-(5-chloropyridin-2-yl)-2-nitrobenzamide수율 79.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirring solution of 2-amino-5-chloropyridine (3.7 g, 29 mmol) and pyridine (7.3 mL, 90 mmol) in dichloromethane (200 mL) was added 2-nitrobenzoyl chloride (5.7 g, 30 mmol). After stirring for 4 h, the solvents were removed in vacuo and the residue was partitioned between ethyl acetate and water. The layers were separated and the organic phase was washed again with water and once with brine, then dried with MgSO4, filtered and partially concentrated in vacuo. The precipitate was filtered, washed with diethyl ether and dried in vacuo to give 6.4 g (79%) of an off-white solid.

후처리

  1. customthe solvents were removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and water
  3. customThe layers were separated
  4. washthe organic phase was washed again with water and once with brine
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. concentrationpartially concentrated in vacuo
  8. filtrationThe precipitate was filtered
  9. washwashed with diethyl ether
  10. customdried in vacuo

출처 및 근거

ORD 기록
ord-651a8536c86b4bcdad9aab04bdc1ceaf
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700628B2

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