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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012225Generated: October 31, 2026

Hydrochloric Acid → Venom

https://huagongshe.com/reaction/1012225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
Reactant(Tetrahydrofuran-3-yl)methanamineHCID 10898660—
Reactant(E)-N-methyl-N'-nitromethoxymethanimidamideHCID 136414659—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductVenomHCID 135779803—

Reaction Steps

14.0 g of sodium chloride and 53.8 g of water 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, and 4.3 g (0.05 mole) of 48% NaOH was further added to the suspension and stirred. Thereafter, [(3-tetrahydrofuryl)methyl]amine (38.0 g, 0.38 mole) was introduced dropwise to the suspension. Sodium chloride was dissolved in water with 76% of the saturated solubility at a water temperature of −10 degree centigrade. The suspension was stirred at −10 degree centigrade for 4 hours and then heated to 20 degree centigrade, and further stirred for 6 hours. Then, 35% hydrochloric acid (8.5 g, 0.08 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 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977496B2
Source datasetuspto-grants-2011_07
ORD IDord-62528e7bc5d44b29b3587b32de7ca0b2
Source noteuspto-grants-2011_07