HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 1-Aminocyclopentanemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 2,3-Dimethylaniline | HCID 6893 | — |
| Reactant | 2,3-Dimethyl-6-nitroaniline | HCID 597166 | — |
| Reactant | 2,3-Dimethyl-6-nitrophenyl isothiocyanate | HCID 18316482 | — |
| Reactant | 1-(Chloromethyl)cyclopentan-1-amine hydrochloride | HCID 69992485 | — |
| Product | 1-Aminocyclopentanemethanol | HCID 66307 | — |
| Product | HCID 178426721 | HCID 178426721 | — |
Reaction Steps
2,3-Dimethylaniline was converted to 2,3-dimethyl-6-nitroaniline according to Method A4a. The aniline was converted to 2,3-dimethyl-6-nitrophenyl isothiocyanate according to Method A2d. 1-Hydroxymethylcyclopentanamine was prepared according to Method B1c. The 2-hydroxyethylamine was converted to 1-chloromethylcyclopentanamine HCl salt according to Method B7e. 1-Chloromethylcyclopentanamine HCl salt was reacted with 2,3-dimethyl-6-nitrophenyl isothiocyanate according to Method C1e to give 2-(2,3-dimethyl-6-nitrophenylimino)-3-thia-1-azaspiro[4.4]nonane. The thiazolidine was reacted with isobutyl bromide according to Method D2b to afford 2-(2,3-dimethyl-6-nitrophenylimino)-1-isobutyl-3-thia-1-azaspiro[4.4]nonane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06353006B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-ee0f7107f47540a5b931a53d3863e592 |
| Source note | uspto-grants-2002_03 |