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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465826Generated: November 1, 2026

Water → HCID 58805191, compound

https://huagongshe.com/reaction/1465826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantN-AminomorpholineHCID 20315—
Reactant5-Chloro-2-nitroanilineHCID 74218—
SolventDimethylacetamideHCID 31374—
ProductHCID 58805191HCID 58805191257%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 5-chloro-2-nitroaniline (6.7 g, 40 mmol), morpholin-4-ylamine (10.0 g, 9.8 mmol) and anhydrous potassium carbonate (6.1 g, 44 mmol) in N,N-dimethylacetamide (10 ml) was stirred at 120° C. under nitrogen for 2 days. Sample NMR analysis showed almost complete conversion of the starting material. The resultant mixture was then cooled to room temperature, poured into cold water (100 ml) and stirred vigorously and cooled at 5° C. overnight. The resulting precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting solid was slurried in diethyl ether, filtered, washed with additional diethyl ether, dried to afford N1-Morpholin-4-yl-4-nitro-benzene-1,3-diamine (6.0 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999993B2
Source datasetuspto-grants-2015_04
ORD IDord-5c0b3987b6da4ff1881d4b61fff8abc5
Source noteuspto-grants-2015_04