HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Benzene, 1,3-dichloro-5-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2,6-Dichloro-4-nitroaniline | HCID 7430 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Water | HCID 962 | — |
| Product | Benzene, 1,3-dichloro-5-nitro- | HCID 12064 | 84% |
Reaction Steps
Amer. Chem. Soc., 72 (1950), 798, discloses that 2,6-dichloro-4-nitroaniline, ethanol and sodium nitrite can be reacted at the boil, in the absence of water and in the presence of concentrated sulfuric acid, to give 3,5-dichloronitrobenzene in a yield of 84%. A corresponding reaction to give the 3,5-dibromo derivative gives a yield of 91%. The process is unsatisfactory in respect of yield and purity of the end product and simple, reliable and economical operation, especially on an industrial scale.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04053527 |
| Source dataset | uspto-grants-1977_10 |
| ORD ID | ord-64167b01dbd041b19e0a44155c074f12 |
| Source note | uspto-grants-1977_10 |