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 | — |
| Product | Venom | HCID 135779803 | 78.9% |
Reaction Steps
18.75 g of sodium chloride, 115.0 g of water, 3.01 g (0.07 mole) of 96% NaOH and [(3-tetrahydrofuryl)methyl]amine (39.9 g, 0.39 mole) were mixed, and the resulting mixture was cooled to −10 degree centigrade. N,O-dimethyl-N′-nitroisourea (49.2 g, 0.37 mole) was introduced into the above solution. Sodium chloride was dissolved in water with 53% of the saturated solubility at a water temperature of −10 degree centigrade. The solution was stirred at −10 degree centigrade for 4 hours, heated to 0 degree centigrade, and further stirred for 19 hours. Then, 35% hydrochloric acid (13.1 g, 0.13 mole) was added to the suspension so that the pH became not more than 4. The suspension was heated and dissolved for carrying out recrystallization. The precipitated crystal was filtered, and the filtered crystal was washed with cold water and then dried. 59 g of a 1-methyl-2-nitro-3-[(3-tetrahydrofuryl)methyl]guanidine with a purity of 99% was obtained. The isolated yield at this time was 78%.
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-bda7a982304a446e9e82ac2530fe68a3 |
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| Source note | uspto-grants-2011_07 |
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