HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → alpha-[N-[2-(3-carbamoyl-4-hydroxyphenoxy)-ethyl]-aminomethyl]-2-furanmethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-Furanmethanol, alpha-(aminomethyl)- | HCID 2756441 | — |
| Reactant | 6-(2-Bromoethoxy)-2,2-dimethyl-2,3-dihydro-4H-1,3-benzoxazin-4-one | HCID 13754413 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | alpha-[N-[2-(3-carbamoyl-4-hydroxyphenoxy)-ethyl]-aminomethyl]-2-furanmethanol | HCID 20452660 | — |
Reaction Steps
A mixture of 7.0 g of α-(aminomethyl)-2-furan-methanol and 7.5 g of 2,3-dihydro-2,2-dimethyl-6-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one is melted and the melt is stirred for 1 hour in a bath at about 110°. 50 ml of isopropanol and 2 ml of concentrated ammonia solution are added to the reaction mixture whilst this is still warm, the mixture is boiled for 5 minutes and filtered and the filtrate is allowed to cool. After working up, α-[N-[2-(3-carbamoyl-4-hydroxyphenoxy)-ethyl]-aminomethyl]-2-furanmethanol with a melting point of 169°-171° is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04460580 |
| Source dataset | uspto-grants-1984_07 |
| ORD ID | ord-954cfce1021c435fb0aee2983bb8a4ac |
| Source note | uspto-grants-1984_07 |