Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorobenzone | HCID 6679 | — |
| Reactant | 1,2-Dichlorobenzene | HCID 7239 | — |
| Reactant | 2-Chloro-4-nitroaniline | HCID 8492 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 20384810 | HCID 20384810 | — |
Reaction Steps
36.15 parts of 1-chloro-4-benzoylaminoanthraquinone, 21.6 parts of 2-chloro-4-nitroaniline and 10 parts of sodium carbonate are stirred in 400 parts of o-dichlorobenzene. A solution of 0.4 part of copper-(I) iodide in 5 parts of pyridine, and 25 parts of toluene, are added and the mixture is heated to the boil -- 160° to 165°. The water liberated is distilled off azeotropically and the toluene is recirculated. After a reaction time of 45 minutes, the reaction product begins to precipitate. The mixture is stirred for 7 hours at 160°-165° and is then allowed to cool. The precipitate is filtered off, washed with o-dichlorobenzene, acetone and hot water, and extracted by boiling with dilute hydrochloric acid. 34.4 parts of 1-(2'-chloro-4'-nitroanilino)-4-benzoylaminoanthraquinone are obtained in the form of a dark powder. The colorant bulk-dyes PES in claret-colored shades of good fastness properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04082778 |
|---|
| Source dataset | uspto-grants-1978_04 |
|---|
| ORD ID | ord-faa28471124e4ba3969a5b516f5b8e3b |
|---|
| Source note | uspto-grants-1978_04 |
|---|
