HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 9,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 9,10-Anthracenedione, 1,5-dihydroxy-4,8-dinitro- | HCID 3090916 | — |
| Reactant | 1,8-Dinitro-4,5-dihydroxyanthraquinone | HCID 3378440 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 9,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro- | HCID 5484079 | — |
Reaction Steps
16.5 parts of a mixture of 1,5-dinitro-4,8-dihydroxyanthraquinone and 1,8-dinitro-4,5-dihydroxyanthraquinone (about 1:1 parts) is heated with 50 parts of phenol for eight hours at 180° C while stirring. After cooling 100 parts by volume of methanol is added, the precipitate is suction filtered and the residue is washed with methanol and then with hot water. After drying 13 parts of a mixture of 1-amino-5-nitro-4,8-dihydroxyanthraquinone and 1-amino-8-nitro-4,5-dihydroxyanthraquinone is obtained; this is equivalent to 87% of the calculated yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04048199 |
| Source dataset | uspto-grants-1977_09 |
| ORD ID | ord-e7ce05f0396f4909a73243b9ac0db4b4 |
| Source note | uspto-grants-1977_09 |