HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-4-methoxy-6-methyl-1,3,5-triazine → Methyl 4-iodo-2-(3-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)ureidosulfonyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-4-methoxy-6-methyl-1,3,5-triazine | HCID 15466 | — |
| Reactant | Methyl 4-iodo-2-isocyanatosulfonylbenzoate | HCID 11326070 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 4-iodo-2-(3-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)ureidosulfonyl)benzoate | HCID 11027582 | 99.2% |
Reaction Steps
Under protective gas, a 14.5% strength solution (1465 g) of methyl 4-iodo-2-isocyanatosulfonylbenzoate in xylene is added over 4 hours at a constant rate at 50° C. to a suspension of 84.5 g of 2-amino-4-methoxy-6-methyl-1,3,5-triazine in 670 g of ethyl acetate. After the addition has ended, the mixture is stirred at the same temperature for approximately 4 hours, and the ethyl acetate is then distilled off under reduced pressure (80–60 mbar, T=50° C.). The suspension that remains is filtered off with suction and the solid is washed repeatedly with dilute hydrochloric acid and dried; if appropriate, acetone can be added to the hydrochloric acid. This gives 297 g (content>98%) of the title compound; yield 99.2% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07026477B1 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-19ac6c5ba18744269ddda3b91ec7f282 |
| Source note | uspto-grants-2006_04 |