Triethylamine → 2,6-Dinitro-N-ethoxy-p-toluidine

HRID 371688노트

반응식

HRID 371688 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1Cl)([O-:3])=[O:2].Cl.[CH2:16]([O:18][NH2:19])[CH3:17].C(N(CC)CC)C>CO>[N+:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1[NH:19][O:18][CH2:16][CH3:17])([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 76850O-ethylhydroxylamine hydrochloride2회HCID 789184-Chloro-3,5-dinitrotoluene

생성물 1

HCID 213298902,6-Dinitro-N-ethoxy-p-toluidine수율 70%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A suspension of 10.0 g. (0.046 mole) of 2,6-dinitro-4-methylchlorobenzene in 100 ml. of methanol was prepared, and to the suspension there was added 7.6 g. (0.092 mole) of ethoxyamine hydrochloride, and 13.9 g. (0.138 mole) of triethylamine. The reaction mixture was stirred for about 30 minutes at room temperature and then heated and stirred for about 30 minutes at about 50° C., after which an additional 16.7 g. (0.20 mole) of ethoxyamine hydrochloride was added, and the reaction mixture was stirred and refluxed for about 24 hours. An NMR spectrum of the reaction mixture indicated the presence of the desired product in about 70 percent yield. The reaction product mixture was poured over a mixture of ice and water, and the aqueous mixture filtered. The solid obtained was recrystallized from petroleum ether (b.p. 60°-71° C.) to yield 5.5 g. of product having a melting point of about 64°-66° C. The product was identified by its NMR spectrum as 2,6-dinitro-N-ethoxy-p-toluidine.

후처리

  1. additionA suspension of 10.0 g
  2. additionto the suspension there was added 7.6 g
  3. temperatureheated
  4. stirringstirred for about 30 minutes at about 50° C.
  5. stirringthe reaction mixture was stirred
  6. temperaturerefluxed for about 24 hours

출처 및 근거

ORD 기록
ord-05c39ee319054ac28e4d4754532e923a
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04087460

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