HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 5-Methyl-2-methylaminobenzyl chloride hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Methyl-2-methylaminobenzyl alcohol | HCID 54474682 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 5-Methyl-2-methylaminobenzyl chloride hydrochloride | HCID 19801334 | 22% |
Reaction Steps
Ethyl 2-amino-5-methylbenzoate was treated with dimethylsulfuric acid to give a N-methylated product. The N-methylated product was reduced using lithium aluminum hydride to give 5-methyl-2-methylaminobenzyl alcohol. The obtained alcohol was reacted with thionyl chloride in benzene to give the desired compound, yield 22% (based on the amount of the starting benzoate).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05180836 |
| Source dataset | uspto-grants-1993_01 |
| ORD ID | ord-6ecdfe126d2c4431a16f3f073e779855 |
| Source note | uspto-grants-1993_01 |