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

HRID 644161

反応式

HRID 644161 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-651a8536c86b4bcdad9aab04bdc1ceaf
出典データセット
uspto-grants-2010_04
特許番号
US07700628B2

関連ノート

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