Pyridine → Methyl 3-chloro-4-{[(4-nitrophenoxy)carbonyl]amino}benzoate

HRID 732645

反応式

HRID 732645 の反応式
[C:1](Cl)(=[O:12])[O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][CH:4]=1.ClCCl.[NH2:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][C:19]=1[Cl:28].N1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:28][C:19]1[CH:20]=[C:21]([CH:26]=[CH:27][C:18]=1[NH:17][C:1]([O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][CH:4]=1)=[O:12])[C:22]([O:24][CH3:25])=[O:23]

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 821294-Nitrophenyl chloroformateHCID 1515284Methyl 4-Amino-3-chlorobenzoate

生成物 1

HCID 59178754Methyl 3-chloro-4-{[(4-nitrophenoxy)carbonyl]amino}benzoate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A 3.5 g portion of 4-nitrophenyl chlorocarbonate was added at 0° C. to a 30 ml dichloromethane suspension of 3 g of methyl 4-amino-3-chlorobenzoate and 4 ml of pyridine and stirred at room temperature for 2Hours. The reaction solution was diluted with chloroform and washed with 1 M hydrochloric acid, water, saturated sodium bicarbonate aqueous solution, water and saturated brine in that order, and the organic layer was dried with anhydrous sodium sulfate. This was concentrated under a reduced pressure, and the thus obtained residue was recrystallized from hexane-ethyl acetate to obtain 4.23 g of methyl 3-chloro-4-{[(4-nitrophenoxy)carbonyl]amino}benzoate as a pale brown powder.

後処理

  1. washwashed with 1 M hydrochloric acid, water, saturated sodium bicarbonate aqueous solution, water and saturated brine in that order
  2. dry with materialthe organic layer was dried with anhydrous sodium sulfate
  3. concentrationThis was concentrated under a reduced pressure
  4. customthe thus obtained residue was recrystallized from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-5af8aeb32cf54573a24ddac1c50705c3
出典データセット
uspto-grants-2009_09
特許番号
US07585886B2

関連ノート

読み込み中…