Ammonia → 2-Ethylamino-4-nitro-beta-methoxyethoxybenzene

HRID 65141

반응식

HRID 65141 반응식
S(OCC)(O[CH2:5][CH3:6])(=O)=O.[NH2:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[O:20][CH2:21][CH2:22][O:23][CH3:24].N>C1(C)C=CC=CC=1>[CH2:5]([NH:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[O:20][CH2:21][CH2:22][O:23][CH3:24])[CH3:6]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 6163Diethyl SulfateHCID 114242Benzenamine, 2-(2-methoxyethoxy)-5-nitro-

생성물 1

HCID 202352912-Ethylamino-4-nitro-beta-methoxyethoxybenzene수율 89.5%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

185 g of diethyl sulfate (1.2 mole) are added dropwise to a mixture of 577 g of toluene and 212 g of 2-amino-4-nitro-β-methoxyethoxybenzene (1 mole). The mixture is stirred at 80° C. for 5 hours and then neutralized with 169 g of 14% strength aqueous ammonia. The toluene is removed by azeotropic distillation and the aqueous residue is adjusted to pH 0.4 with 165 g of concentrated hydrochloric acid. 10 g of keiselguhr and 0.5 g of zinc dust are added to the mixture. It is then boiled under reflux for 30 minutes and finally filtered hot. The filtrate is adjusted to pH 2 with 120 ml of concentrated sodium hydroxide solution. The precipitate is filtered off with suction and dried in vacuo. 215 g of 2-ethylamino-4-nitro-β-methoxyethoxybenzene are obtained, which corresponds to a yield of 76% of theory.

후처리

  1. customThe toluene is removed by azeotropic distillation
  2. addition10 g of keiselguhr and 0.5 g of zinc dust are added to the mixture
  3. temperatureunder reflux for 30 minutes
  4. filtrationThe precipitate is filtered off with suction
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-e5ff9b6f0fc54b39a4dbf4e30b2fab26
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612396

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