HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine → N-diaminomethylene-2-methyl-4-isopropyl-5-methylsulfonylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine | HCID 3520 | — |
| Reactant | Methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate | HCID 10590825 | — |
| Reactant | Methyl 2-methyl-4-isopropyl-5-methylsulfonylbenzoate | HCID 15342084 | — |
| Reactant | HCID 178461829 | HCID 178461829 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-diaminomethylene-2-methyl-4-isopropyl-5-methylsulfonylbenzamide | HCID 9904301 | — |
Reaction Steps
A solution of 1.4 g of methyl 2-methyl-4-isopropyl-5-methylsulfonylbenzoate [obtainable by reacting methyl 2-methyl-4-bromo-5-methylsulfonylbenzoate with isopropylzinc chloride in the presence of Pd(II) 1,1'-bis(diphenylphosphine)ferrocene chloride and CuI] and 1.5 g of guanidine in 50 ml of methanol is boiled for five hours and the solvent is then removed. The residue is treated with water and the remaining crystalline crop is filtered off with suction and treated with dil. sodium hydroxide solution. The solid residue is filtered off and recrystallized from ethanol, and N-diaminomethylene-2-methyl-4-isopropyl-5-methylsulfonylbenzamide is obtained, m.p. 220°-223°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05840761 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-05810ac3e3f44006b61c7274743d183e |
| Source note | uspto-grants-1998_11 |