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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21524Generated: October 25, 2026

Diazald → 1-Diazo-3-{o-[5-(2,4-dichlorophenoxy)-2-nitrophenoxy]phenoxy}-2-propanone

https://huagongshe.com/reaction/21524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazaldHCID 6628—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 19932413HCID 19932413—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1-Diazo-3-{o-[5-(2,4-dichlorophenoxy)-2-nitrophenoxy]phenoxy}-2-propanoneHCID 54022969—

Reaction Conditions

Temperature42 °C

Reaction Steps

A mixture of potassium hydroxide in methanol (20.0 mL of a 4M solution ) is heated to 42° C. and treated dropwise with a mixture of N-methyl-N-nitroso-p-toluenesulfonamide (4 g, 18.7 mmol) in ether (40 mL). The diazomethane is distilled over, condensed with a dry ice/acetone condenser and collected. The diazomethane/ether solution is stirred in an ice-bath, treated dropwise with a solution of {o-[5-(2,4-dichlorophenoxy)-2-nitrophenoxy]phenoxy}acetyl chloride (1.09 g, 2.32 mmol) in tetrahydrofuran, stirred for 30 minutes and concentrated in vacuo to give the title product as a yellow oil which is identified by NMR spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424280
Source datasetuspto-grants-1995_06
ORD IDord-d1f6cb8854ac44ce91cca18716b94224
Source noteuspto-grants-1995_06