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

HRID 732645

반응식

HRID 732645 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5af8aeb32cf54573a24ddac1c50705c3
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585886B2

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