Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | P-Phenylenediamine | HCID 7814 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 14451960 | HCID 14451960 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Amino-4'-hydroxyazobenzene | HCID 7640 | — |
Reaction Steps
108 Parts by weight of p-phenylene-diamine which are placed into 300 parts by volume of water and 1000 parts by weight of ice are diazotized at a pH of from 1.5 to 3.5 by adding a total of about 200 parts by volume of 31% by weight hydrochloric acid and about 69 parts by weight of sodium nitrite in an aqueous solution. Upon clarification with active charcoal/guhr, 180 parts by weight of phenol are added, and a pH in the range of from 8 to 11 is established with 90 parts by volume of a 33% by weight sodium hydroxide solution. Within 30 minutes the 4-amino-benzene-diazonium salt is coupled to give the 4-hydroxy-4'-aminoazobenzene. Subsequently 170 parts by volume of 33% by weight of sodium hydroxide solution and 65 parts by weight of sodium nitrite are added.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04115380 |
|---|
| Source dataset | uspto-grants-1978_09 |
|---|
| ORD ID | ord-a3f7ddcc078e4c61970c90b2fd7866ef |
|---|
| Source note | uspto-grants-1978_09 |
|---|