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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728407Generated: October 26, 2026

Urea → 4-(2-nitro-4-heptadecyloxycarbonylphenylazo)-N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline

https://huagongshe.com/reaction/728407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantNitrosylsulfuric acidHCID 82157—
ReactantSodium AcetateHCID 517045—
ReactantAcetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 613145—
Reactant3-(Methylphenylamino)-propionic acidHCID 12522489—
Reactant4-Heptadecyloxycarbonyl-2-nitroanilineHCID 19823952—
SolventWaterHCID 962—
Product4-(2-nitro-4-heptadecyloxycarbonylphenylazo)-N-methyl-N-(2-[hydroxycarbonyl]ethyl)anilineHCID 19823948—

Reaction Steps

2-Nitro-4-(heptadecyloxycarbonyl)aniline (0.42 g) 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-methyl-N-(2-hydroxycarbonylethyl)aniline 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: 0.15 g; mass spec: M+, 610).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05047516
Source datasetuspto-grants-1991_09
ORD IDord-f1af6aa097254bc184f248ccaf03c89e
Source noteuspto-grants-1991_09