HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → 2-Chloro-N-phenethyl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Praziquantel | HCID 4891 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Product | 2-Chloro-N-phenethyl-acetamide | HCID 94921 | — |
Reaction Steps
KR2002076486 describes a process for preparation of praziquantel by reacting phenylethylamine with chloroacetyl chloride to obtain 2-chloro-N-phenethylacetamide. The compound 2-chloro-N-phenethylacetamide is then reacted with pthalimide to give 2-pthalimido-N-phenethylacetamide, which is then treated with hydrazine monohydrate to give 2-amino-N-phenylethylacetamide. On further treatment with bromoacetal, 2-amino-N-phenylethylacetamide gives 2-[2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide. This compound on further cyclization and acylation using cyclohexanoylchloride forms praziquantel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754215B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-31f5ab1927e74c42a4d5902d3e377ead |
| Source note | uspto-grants-2014_06 |