HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 5-Thiazolecarboxamide, N,4-dimethyl-2-(3,4,5-trimethoxyphenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Phosphorus sulfide (P2S5) | HCID 14817 | — |
| Reactant | Benzamide, 3,4,5-trimethoxy- | HCID 18334 | — |
| Reactant | HCID 12813041 | HCID 12813041 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Thiazolecarboxamide, N,4-dimethyl-2-(3,4,5-trimethoxyphenyl)- | HCID 3068067 | 60% |
Reaction Steps
Into a mixture of 80 ml of 40% solution of methylamine and 420 ml of ethanol, 16.9 g of ethyl 2-(3,4,5-trimethoxyphenyl)-4-methylthiazole-5-carboxylate which had been prepared by heating a mixture of 3,4,5-trimethoxybenzamide, phosphorus pentasulfide, ethyl α-chloroacetoacetate and n-butylalcohol under a reflux condenser for 5 hours was dissolved and the solution was left for 10 days at room temperature. Then the solution was condensed to solid under a reduced pressure. The thus obtained residue was recrystallized from an aqueous ethanolic solution to obtain the object as colourless minute aciculate melting at 177.5° to 179.5° C. in an amount of 10.5 g corresponding to the yield of 60%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04558059 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-88972b2fef914bbaaa5ffcc4341933ee |
| Source note | uspto-grants-1985_12 |