HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichlorobenzene → 3-Chloro-1-(2-chloro-4-nitroanilino)anthracene-9,10-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichlorobenzene | HCID 7239 | — |
| Reactant | 2-Chloro-4-nitroaniline | HCID 8492 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,3-Dichloroanthraquinone | HCID 350483 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Chloro-1-(2-chloro-4-nitroanilino)anthracene-9,10-dione | HCID 20360524 | — |
Reaction Steps
27.7 parts of 1,3-dichloroanthraquinone, 18.15 parts of 2-chloro-4-nitroaniline and 10 parts of sodium carbonate are suspended in 400 parts of o-dichlorobenzene whilst stirring. After adding a solution of 0.4 part of copper-(I) iodide in 5 parts of pyridine and 25 parts of toluene, the mixture is kept at 160°-165° for 5 hours, whilst eliminating the water of reaction. When the mixture has cooled, it is filtered and the precipitate is washed with o-dichlorobenzene, acetone and hot water and extracted by boiling with dilute hydrochloric acid. 29 parts of 1-(2'-chloro-4'-nitroanilino)-3-chloroanthraquinone, which bulk-dyes PES in orange shades of good fastness properties, are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04082778 |
| Source dataset | uspto-grants-1978_04 |
| ORD ID | ord-b051fee4f18c4aa8941ee05513f01ee5 |
| Source note | uspto-grants-1978_04 |