HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-oxo-2-piperidin-1-ylethoxy)iminoacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 21269051 | HCID 21269051 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-oxo-2-piperidin-1-ylethoxy)iminoacetic acid | HCID 88630264 | 78.1% |
Reaction Steps
77.2 g of ethyl 2-(2-amino-4-thiazolyl)-2-[(Z)-[(1-piperidinecarbonyl)methoxy]imino]-acetate are dissolved in 3 l of methanol and 265 ml of water and the solution is treated with 250 ml of 1N aqueous sodium hydroxide solution. The saponification is complete after 48 hours. 500 ml of water are added thereto and the methanol is removed under reduced pressure. The aqueous solution is washed with ethyl acetate, treated with 250 ml of 1N aqueous hydrochloric acid and concentrated to half of the volume. The acid which crystallizes out is filtered off and dried. There are obtained 55.3 g of 2-(2-amino-4-thiazolyl)-2-[(Z)-[(1-piperidinecarbonyl)methoxy]imino]-acetic acid of melting point 177° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04816582 |
| Source dataset | uspto-grants-1989_03 |
| ORD ID | ord-a40ea4be599f4537b6f2be845c970e9f |
| Source note | uspto-grants-1989_03 |