HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine → N-diaminomethylene-2-methyl-4-ethenyl-5-methylsulfonyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine | HCID 3520 | — |
| Reactant | Methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate | HCID 10590825 | — |
| Reactant | N-diaminomethylene-2-methyl-4-ethynyl-5-methylsulfonylbenzamide | HCID 19688115 | — |
| Reactant | Methyl 2-methyl-4-ethynyl-5-methylsulfonyl-benzoate | HCID 19688249 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Calcium Palladium Carbonate | HCID 12000666 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-diaminomethylene-2-methyl-4-ethenyl-5-methylsulfonyl-benzamide | HCID 19688146 | — |
Reaction Steps
6.0 g of N-diaminomethylene-2-methyl-4-ethynyl-5-methylsulfonylbenzamide, m.p. 223°-226° [obtainable by reaction of methyl 2-methyl-4-bromo-5-methylsulfonyl-benzoate with Li acetylide to give methyl 2-methyl-4-ethynyl-5-methylsulfonyl-benzoate and subsequent reaction with guanidine] are dissolved in 300 ml of DMF and hydrogenated in the presence of 450 mg of Pd-CaCO3 (Lindlar catalyst) for 15 minutes in a stream of hydrogen (p=1 bar). Customary working up gives N-diaminomethylene-2-methyl-4-ethenyl-5-methylsulfonyl-benzamide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05731351 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-b9a7eb44685f468d8f6ff10d7448f0ce |
| Source note | uspto-grants-1998_03 |