Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Anilazine | HCID 7541 | 97.6% |
Reaction Steps
272.0 g of cyanuric chloride (content >99%), 1,000 ml of water and 275 ml of toluene are mixed at 5° C. The aqueous phase thereby assumes a pH value of 3.5. 188.2 g of o-chloroaniline are added in the course of 30 minutes without cooling or heating the mixture, whereupon the temperature rises to 30° C. A pH value of 7 is then established in the course of 1 hour by addition of 45% strength sodium hydroxide solution, whereupon the temperature rises up to 55° C. The mixture is then cooled to 20° C. in the course of 15 minutes. The product is filtered off, washed salt-free with water and dried at 60° C. in a waterpump vacuum. 396.5 g of 2-(2-chlorophenylamino)-4,6-dichloro-s-triazine are obtained with a melting point of 159° C. and a content of 98.9%, which corresponds to a yield of 97.5% (based on 99 % pure cyanuric chloride).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04683308 |
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| Source dataset | uspto-grants-1987_07 |
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| ORD ID | ord-2f1111996b854d52ae6d8b84a78706fc |
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| Source note | uspto-grants-1987_07 |
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