Sulfuric Acid → 2-(Ethyl(3-methyl-4-nitrosophenyl)amino)ethanol

HRID 1632328

반응식

HRID 1632328 반응식
[CH2:1]([N:3]([CH2:11][CH2:12][OH:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[CH:5]=1)[CH3:2].S(=O)(=O)(O)O.[N:19](OC(C)C)=[O:20]>O>[CH2:1]([N:3]([CH2:11][CH2:12][OH:13])[C:4]1[CH:9]=[CH:8][C:7]([N:19]=[O:20])=[C:6]([CH3:10])[CH:5]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 70672-(N-ethyl-m-toluidino)ethanolHCID 10929Isopropyl nitrite

생성물 1

HCID 939292-(Ethyl(3-methyl-4-nitrosophenyl)amino)ethanol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

360 g of N-ethyl-N-(2-hydroxyethyl)-m-toluidine and 1,250 g of water are initially introduced into a stirred flask. 196 g of concentrated sulfuric acid are added, while stirring and cooling. During this addition, the internal temperature should not rise above 50°. After cooling to 0°, 187 g of isopropyl nitrite is allowed to run in slowly at -2° to +2°. The excess of nitrite is then removed in the customary manner with amidosulfonic acid. The reaction mixture is brought to room temperature and degassed under reduced pressure. 60 g of prereduced Pd/C (5%) is added to this solution as the catalyst and the N-ethyl-N-(2-hydroxyethyl)-3-methyl-4-nitroso-aniline, which has not been isolated, is hydrogenated at 20° to 40° under a gauge pressure of 0.4 bar of hydrogen. When the reaction has ended, the reaction batch is let down, the catalyst is filtered off and the reaction mixture is concentrated.

후처리

  1. temperaturecooling
  2. additionDuring this addition
  3. customrise above 50°
  4. temperatureAfter cooling to 0°
  5. customslowly at -2° to +2°
  6. customThe excess of nitrite is then removed in the customary manner with amidosulfonic acid
  7. customis brought to room temperature
  8. customdegassed under reduced pressure
  9. addition60 g of prereduced Pd/C (5%) is added to this solution as the catalyst

출처 및 근거

ORD 기록
ord-6ec3b9ecf7124b9a8a7a1c9b665877a8
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04474987

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