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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1991074Generated: October 30, 2026

Morpholine → 4-(2-Chloro-5-methyl-4-nitrophenyl)-morpholine

https://huagongshe.com/reaction/1991074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantEthylene glycol diethyl etherHCID 12375—
Reactant1,2-Dichloro-4-methyl-5-nitrobenzeneHCID 343795—
SolventEthanol ethylacetateHCID 21584252—
Product4-(2-Chloro-5-methyl-4-nitrophenyl)-morpholineHCID 5868368454%

Reaction Steps

1,2-Dichloro-4-methyl-5-nitrobenzene (R.J. De Lang, et al. Tetrahedron (1998), 54(12), 2953-2966.) (1 g; 4.8 mmol), morpholine (1 ml) and 1,2-diethoxyethane (1 ml) were heated in a microwave oven at 160° C. for 2 h. The reaction mixture was poured on water/2N HCl 10/1 (50 ml) and extracted with TBME three times. The combined organic phases were dried over Na2SO4, evaporated and recrystallised from hot TBME to yield the title compound as yellow crystals (670 mg; 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07645760B2
Source datasetuspto-grants-2010_01
ORD IDord-92b2134c644d4dfa9b062d72ee4f11d2
Source noteuspto-grants-2010_01