HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Malononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 4,6-Diamino-2(1H)-pyrimidinethione | HCID 1201482 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | Malononitrile | HCID 8010 | — |
| Product | Thiourea | HCID 2723790 | — |
Reaction Steps
Methyl iodide (169.0 g., 1.19 mole) is added in one portion to a stirred solution of 4,6-diaminopyrimidine-2(1H)thione (146 g., 1.02 mole) in 1.0 liter 1N sodium hydroxide. The thione starting material is obtained by reaction of thiourea and malononitrile according to Kikugawa, et al., Chem. Pharm. Bull., 25(7), 1811-1821 (1977). In about five minutes following the addition a precipitate forms. After stirring overnight, the reaction mixture is filtered and air-dried affording 135.1 g. (81%) of 4,6-diamino-2-(methylthio)pyrmidine; m.p. 185°-186° (recrystallized from acetonitrile).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04286093 |
| Source dataset | uspto-grants-1981_08 |
| ORD ID | ord-5322519bb9e24e9b98d7a663cfeec0d4 |
| Source note | uspto-grants-1981_08 |