Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lauryldimethylamine | HCID 8168 | — |
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | Carbamic acid, N-(4-nitrophenyl)-, methyl ester | HCID 74752 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | Pyrinuron | HCID 40813 | 80.3% |
Reaction Steps
196.13 g (1 mole) of methyl N-(4-nitrophenyl)-carbamate, 108.14 g (1 mole) of 3-aminomethyl-pyridine and 106.7 g (0.5 mole) of N,N-dimethyl-n-dodecylamine are dissolved in 3 liters of xylene. The reaction mixture is refluxed, and the spures of water present are removed from the mixture together with the alcohol formed in a Dean-Stark trap. The end-product starts to separate from the mixture within 15-20 minutes from the beginning of boiling. The mixture is boiled for 4 hours, thereafter the suspension is filtered at about 100° to 110° C. The filter cake is washed twice with 100 ml of hot xylene, each, and with a small amount of acetone, and then dried in vacuo. 218.6 g (80.3%) of N-(4-nitrophenyl)-N'-(3-pyridylmethyl)-urea are obtained; m.p.: 221°-223° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04410697 |
|---|
| Source dataset | uspto-grants-1983_10 |
|---|
| ORD ID | ord-d3de12e68bde4213939424b23bf92c4f |
|---|
| Source note | uspto-grants-1983_10 |
|---|