Triethylamine → N'-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)-N-methoxy-N-methyl urea

HRID 1730020

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HRID 1730020 반응식
C(N(CC)CC)C.Cl.[CH3:9][O:10][NH:11][CH3:12].[Cl:13][C:14]1[C:15]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=2)=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=1>N1C=CC=CC=1>[Cl:13][C:14]1[C:15]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:31])[N:11]([O:10][CH3:9])[CH3:12])=[CH:25][CH:24]=2)=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 203661693,6-Dichloro-2-[(4-isocyanatophenoxy)methyl]pyridine

생성물 1

HCID 20366176N'-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)-N-methoxy-N-methyl urea

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
60 °C

실험 절차

Triethylamine (4.55 grams; 0.045 mole) was added to a solution of O,N-dimethylhydroxylamine hydrochloride (4.1 grams; 0.042 mole) in 40 ml. of dry pyridine. 3,6dichloro-2-((4-isocyanatophenoxy)methyl)pyridine (12.4 grams; 0.042 mole) was added thereto and the resulting mixture heated for 20 minutes at about 60° C. The reaction mixture was then mixed with ice and the resulting precipitate recovered by filtration and recrystallized from a benzene-hexane (90:10) mixture. As a result of such operations, the desired N'-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)-N-methoxy-N-methyl urea compound was recovered as a crystalline solid having a melting point of 152°-153.5° C.

후처리

  1. additionThe reaction mixture was then mixed with ice
  2. filtrationthe resulting precipitate recovered by filtration
  3. customrecrystallized from a benzene-hexane (90:10) mixture
  4. customAs a result of such operations
  5. customthe desired N'-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)-N-methoxy-N-methyl urea compound was recovered as a crystalline solid

출처 및 근거

ORD 기록
ord-993a75c156f34f72bf2b04bcdf6a5cb1
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03991068

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