HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(5-Amino-2-propoxyphenyl)-purin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(2-Propoxy-5-nitrophenyl)purin-6-one | HCID 21250828 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(5-Amino-2-propoxyphenyl)-purin-6-one | HCID 21250680 | — |
Reaction Steps
A solution of the crude product of Example 11 (1.5 g) in water (50 ml) containing 2 Normal sodium hydroxide (2.3 ml) and 10% palladium on charcoal (0.15 g) was shaken under hydrogen (50 psi) until the uptake was complete. Neutralisation of the filtered solution with acetic acid gave a fine precipitate of 2-(5-amino-2-propoxyphenyl)-purin-6-one. This mixture was warmed with 2 Normal hydrochloric acid (2.5 ml) and the solution was treated with acetic anhydride (0.55 ml) and sodium acetate trihydrate (0.8 g). The mixture was warmed for 10 minutes then cooled and filtered to give a crude product (1.02 g) which was recrystallised from aqueous dimethylformamide twice to give the title compound, 0.49 g, m.p. 320°-323° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05073559 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-ab969f80b8f04a7382b2e1b53d882352 |
| Source note | uspto-grants-1991_12 |