HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 1-Aminocyclopentanemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 4-Nitro-m-toluidine | HCID 11898 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Methyl-4-nitrophenyl isothiocyanate | HCID 18316341 | — |
| Product | 1-Aminocyclopentanemethanol | HCID 66307 | — |
| Product | 1-(Chloromethyl)cyclopentan-1-amine hydrochloride | HCID 69992485 | — |
Reaction Steps
3-Methyl-4-nitroaniline was converted to 3-methyl-4-nitrophenyl isothiocyanate according to Method A2a, Step 3. 1-Amino-1-(hydroxymethyl)cyclopentane was synthesized as described in Method B1c. The 2-hydroxyethylamine was reacted with SOCl2 according to Method B7a to give 1-amino-1-(chloromethyl)cyclopentane HCl salt. The 2-chloroethylamine was reacted with 3-methyl-4-nitrophenyl isothiocyanate according to Method C1a to give 2-(3-methyl-4-nitrophenylimino)-3-thia-1-azaspiro[4.4]nonane. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford 1-isobutyl-2-(3-methyl-4-nitrophenylimino)-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-17d5ace8ff2d483185d1251b3dd072d2 |
| Source note | uspto-grants-2002_03 |