Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | 3-Benzyloxyaniline | HCID 92892 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 178419031 | HCID 178419031 | 80% |
Reaction Steps
A 4 N HCl dioxane suspension of 3-benzyloxyaniline (1.0 equivalent) and cyanamide (1.0 equivalent) was stirred at 100° C. overnight. To the reaction mixture was added water and ether. The aqueous layer was washed with ether twice. The aqueous layer was adjusted to a pH greater 10 with 1M NaOH, and the desired guanidine was extracted to methylene chloride, precipitated and filtered. The filtration cake was N-(3-benzyloxy-phenyl)-guanidine (greater than 80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06884804B2 |
|---|
| Source dataset | uspto-grants-2005_04 |
|---|
| ORD ID | ord-e34249b3653449c18f2d0f84430a8096 |
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| Source note | uspto-grants-2005_04 |
|---|
