Diethylamine → Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride

HRID 1833421

반응식

HRID 1833421 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:16][C:13]([CH2:14][Cl:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>C1C=CC=CC=1>[ClH:15].[CH2:17]([N:19]([CH2:20][CH3:21])[CH2:14][C:13]1[O:16][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1)[CH3:18]

참가 물질

4

반응물 2

HCID 8021DiethylamineHCID 152120842-(Chloromethyl)-5-(4-nitrophenyl)furan

생성물 1

HCID 21389362Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride수율 73%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of 47 g (0.20 mole) of 5-(4-nitrophenyl)furfuryl chloride and 58 g (0.80 mole) of diethylamine in 250 ml of benzene was heated under reflux for 8 hrs. After cooling to room temperature, the solid diethylamine hydrochloride (28 g, 95%) was collected by filtration and discarded. The filtrate was washed with 10% aqueous Na2CO3 and water and dried over MgSO4. The solvent was removed on a rotary evaporator, and the residual oil was dissolved in 250 ml of anhydrous ether and 50 ml of absolute methanol. The solution was treated with hydrogen chloride, and the solid which was deposited was collected by filtration to give 45 g (73%) of diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride. Recrystallization from CH3NO2 gave an analytical sample, m.p. 220°-237° (dec.).

후처리

  1. temperatureunder reflux for 8 hrs
  2. filtrationthe solid diethylamine hydrochloride (28 g, 95%) was collected by filtration
  3. washThe filtrate was washed with 10% aqueous Na2CO3 and water
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed on a rotary evaporator
  6. dissolutionthe residual oil was dissolved in 250 ml of anhydrous ether
  7. additionThe solution was treated with hydrogen chloride
  8. filtrationthe solid which was deposited was collected by filtration

출처 및 근거

ORD 기록
ord-d3a0c711bcfb4dc3a8b909bb71c72b55
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04066672

연결된 노트

불러오는 중…