Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (Tetrahydrofuran-3-yl)methanamine | HCID 10898660 | — |
| Reactant | (E)-N-methyl-N'-nitromethoxymethanimidamide | HCID 136414659 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Venom | HCID 135779803 | — |
Reaction Steps
[(3-tetrahydrofuryl)methyl]amine (38.0 g, 0.38 mole), 27.4 g of sodium chloride and 107.0 g of water were mixed, and the resulting mixture was cooled to −10 degree centigrade. Furthermore, 2.3 g (0.06 mole) of 96% NaOH was added to the solution and dissolved. Sodium chloride was dissolved in water with 78% of the saturated solubility at a water temperature of −10 degree centigrade. N,O-dimethyl-N′-nitroisourea (49.2 g, 0.37 mole) was introduced into the above solution, stirred at −10 degree centigrade for 4 hours, and then heated to 10 degree centigrade and further stirred for 19 hours. 35% hydrochloric acid (6.7 g, 0.07 mole) was added to the suspension so that the pH became not more than 4. Water and acetonitrile were added to the above suspension for complete dissolution. The resulting solution was analyzed by HPLC and as a result, the reaction yield of the titled compound was 95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977496B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-9f06a58920ec461d9e81c4daf1ab2d08 |
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| Source note | uspto-grants-2011_07 |
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