HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzenesulfonic acid → 3-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzenesulfonic acid | HCID 6925 | — |
| Reactant | beta-Aminobeta-ethoxyacrylic acid ethyl ester | HCID 278451 | — |
| Reactant | [(4-Bromo-3-chlorophenyl)methyl]hydrazine | HCID 20495799 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-one | HCID 20367220 | — |
Reaction Steps
48.8 g of 4-bromo-3-chlorobenzylhydrazine are added dropwise under nitrogen to a solution of 33.2 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1.5 g of toluenesulphonic acid in 150 ml of ethanol. After stirring for a further two hours, the mixture was left to stand and the compound identified above began to crystallise out after four hours. It was filtered off and twice recrystallised from ethanol. Melting point: 145°-146°, 23 g (37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03950528 |
| Source dataset | uspto-grants-1976_04 |
| ORD ID | ord-1a3479f573c34a72bc936c38411f997a |
| Source note | uspto-grants-1976_04 |