2-(Chloromethyl)anisole → N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea

HRID 1112574노트

반응식

HRID 1112574 반응식
[O-]CC.[Na+].[Na].[OH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([CH3:19])[O:17][CH3:18])=[O:15])=[CH:9][CH:8]=1.[CH3:20][O:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24]Cl>CN(C)C=O.O.C(O)C>[CH3:20][O:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([CH3:19])[O:17][CH3:18])=[O:15])=[CH:9][CH:8]=1

참가 물질

8

반응물 4

HCID 814952-(Chloromethyl)anisoleHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 13254818N'-(4-Hydroxyphenyl)-N-methoxy-N-methylurea

생성물 1

HCID 12893515N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To an ethanolic solution of sodium ethoxide prepared from ethanol (200 ml) and sodium (2.5 g), N-(4-hydroxyphenyl)-N'-methyl-N'-methoxyurea (20 g) is added, and a solution of 2-methoxybenzyl chloride (17 g) in N,N-dimethylformamide (50 ml) is added dropwise thereto. The reaction mixture is gradually heated, kept under reflux for 3 hours and cooled to room temperature. The reaction mixture is poured onto cold water (1 liter). The precipitated crystals are collected by filtration, washed with water, dried and recrystallized from ethanol to give N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea (Compound No. 23) (12 g) as white scales. M.P., 98° C.

후처리

  1. additionis added
  2. temperatureThe reaction mixture is gradually heated
  3. temperatureunder reflux for 3 hours
  4. filtrationThe precipitated crystals are collected by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-50e467aa727c41fead393647f41125d1
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04123256

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