HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547443Generated: October 31, 2026
Bicarbonate Ion → (Pyrimidin-4-yl)acetonitrile
https://huagongshe.com/reaction/547443
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | hydroxylamine-O-sulfonic acid | HCID 76284 | — |
| Reactant | Ethenamine, N,N-dimethyl-2-(4-pyrimidinyl)- (9CI) | HCID 6433770 | — |
| Product | (Pyrimidin-4-yl)acetonitrile | HCID 14169572 | 39.1% |
Reaction Steps
To 70 mL of an aqueous solution containing 5 g of dimethyl-[(E)-2-(4-pyrimidinyl)vinyl]amine, 9.48 g of hydroxylamine-O-sulfonic acid was added and stirred at 50° C. for 30 minutes. The reaction solution was made basic by addition of saturated aqueous hydrogen-carbonate solution under cooling with ice, and extracted with ethyl acetate. The ethyl acetate extract was dried over anhydrous magnesium sulfate and removed of the solvent by distillation under reduced pressure. Thus obtained residue was purified on 30 g silica gel column chromatography (eluent, chloroform:methanol=30:1) to provide 1.56 g (yield: 39%) of the title compound as pale yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07939536B2 |
|---|
| Source dataset | uspto-grants-2011_05 |
|---|
| ORD ID | ord-f28b9423104643fd87633d8be6a244eb |
|---|
| Source note | uspto-grants-2011_05 |
|---|