Water → 4-acetamino-3-methyl-N-(beta-methanesulfonamidoethyl)-N-ethylaniline

HRID 436545

Reaktionsgleichung

Reaktionsgleichung von HRID 436545
[NH:1]([C:5]1[CH:13]=[CH:12][C:8]([NH:9][CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3].[CH3:15][S:16]([NH:19][CH2:20][CH2:21]Cl)(=[O:18])=[O:17].C(=O)([O-])O.[Na+].O>CO>[NH:1]([C:5]1[CH:13]=[CH:12][C:8]([N:9]([CH2:21][CH2:20][NH:19][S:16]([CH3:15])(=[O:18])=[O:17])[CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 89092N-(2-Chloroethyl)methanesulphonamideHCID 516892Sodium BicarbonateHCID 214528314-Acetamino-3-methyl-N-ethylaniline

Produkt 1

HCID 214528344-acetamino-3-methyl-N-(beta-methanesulfonamidoethyl)-N-ethylaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 57.6g of 4-acetamino-3-methyl-N-ethylaniline, 52g of βmethanesulfonamidoethyl chloride, 27.7g of sodium hydrogen carbonate, 70g of water and 70ml of methanol were refluxed for 5 hours, and thereafter the methanol was distilled out under reduced pressure. Water was added to the reaction system and an oily product separated out. This oily product was poured into ethyl acetate and cooled to obtain white 4-acetamino-3-methyl-N-(β-methanesulfonamidoethyl)-N-ethylaniline.

Aufarbeitung

  1. temperaturewere refluxed for 5 hours
  2. distillationthe methanol was distilled out under reduced pressure
  3. additionWater was added to the reaction system
  4. customan oily product separated out
  5. additionThis oily product was poured into ethyl acetate
  6. temperaturecooled

Quellen und Nachweise

ORD-Eintrag
ord-0415ffa5af224365b1f5a0fffd76f923
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04009205

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