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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diazald | HCID 6628 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 19932413 | HCID 19932413 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Diazo-3-{o-[5-(2,4-dichlorophenoxy)-2-nitrophenoxy]phenoxy}-2-propanone | HCID 54022969 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05424280 |
|---|
| Source dataset | uspto-grants-1995_06 |
|---|
| ORD ID | ord-d1f6cb8854ac44ce91cca18716b94224 |
|---|
| Source note | uspto-grants-1995_06 |
|---|