Reaktion #790322

Reaktionsgleichung

N-(2-carboxyethyl)-N-methylaniline

acetic

Sodium acetate

4-Heptadecyloxycarbonyl-2-nitroaniline

nitrosyl-sulphuric acid

Urea

→

4-(2-nitro-4-[heptadecyloxycarbonyl]phenylazo)-N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 1 hour after which time it
2. 2
   Filtrationfiltered
3. 3
   SonstigeThe red solid was purified by chromatography
4. 4
   Sonstigeto give red product (yield: 0.15g; mass spec: M+, 610)

Vorschrift

4-Heptadecyloxycarbonyl-2-nitroaniline (0.42g) was added to cold nitrosyl-sulphuric acid (70 mg of sodium nitrite and 1.5 ml of 98% sulphuric acid) and stirred at 0°-5° C. for 1.5 hours. Urea (0.1 g) was added and then the resulting mixture was added to a cold solution of N-(2-carboxyethyl)-N-methylaniline in a 1:1 mixture of acetic and propionic acids (10 ml). Sodium acetate was added and the reaction mixture was stirred for 1 hour after which time it was diluted with water and filtered. The red solid was purified by chromatography to give red product (yield: 0.15g; mass spec: M+, 610)

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