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Pyridine → N'-{4-[(4-Fluorophenyl)methoxy]phenyl}-N-methoxy-N-methylurea

HRID 1112571
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HRID 1112571 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17][N:18]([O:22][CH3:23])[C:19](Cl)=[O:20].N1C=CC=CC=1.Cl.N1C=CC=CC=1>C1C=CC=CC=1.O>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][C:8]2[CH:14]=[CH:13][C:11]([NH:12][C:19]([N:18]([CH3:17])[O:22][CH3:23])=[O:20])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 2734926N-methoxy-N-methylcarbamoyl chlorideHCID 64860214-(4-Fluoro-benzyloxy)-phenylamineHCID 10176127Pyridinium chloride

생성물 1

HCID 12893495N'-{4-[(4-Fluorophenyl)methoxy]phenyl}-N-methoxy-N-methylurea

시약·촉매·용매 2

HCID 241Benzene
용매
HCID 962Water용매

실험 절차

To a solution of 4-(4-fluorobenzyloxy)aniline (21.7 g) in benzene (150 ml), N-methyl-N-methoxycarbamyl chloride (14.7 g) and pyridine (11.8 g) are added thereto, and the reaction mixture is heated under reflux for 17 hours. The reaction mixture is cooled to room temperature, and water is added thereto to dissolve the by-produced pyridine hydrochloride. After separation of the aqueous layer, the benzene layer is washed with dilute hydrochloric acid and water in that order, dried and concentrated in vacuo to give N-[4-(4-fluorobenzyloxy)phenyl]-N'-methyl-N'-methoxyurea (Compound No. 3) (11 g) as white plates. M.P., 123° to 124.5° C.

후처리

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 17 hours
  3. customAfter separation of the aqueous layer
  4. washthe benzene layer is washed with dilute hydrochloric acid and water in that order
  5. customdried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4782236e1e1947718c338823c5e3393d
출처 데이터셋
uspto-grants-1978_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04123256

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