Hydrochloric Acid → HCID 136133141, compound

HRID 977117Notes

Reaction equation

HRID 977117 reaction equation
C([N:4]1[CH2:8][CH2:7][N:6]([CH2:9][CH:10]2[CH2:14][CH2:13][O:12][CH2:11]2)[C:5]1=[N:15][N+:16]([O-:18])=[O:17])=CC.Cl.C(=O)(O)[O-].[Na+]>C(O)C>[O:12]1[CH2:13][CH2:14][CH:10]([CH2:9][N:6]2[CH2:7][CH2:8][NH:4][C:5]2=[N:15][N+:16]([O-:18])=[O:17])[CH2:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 53949993HCID 53949993, compound

Product 1

HCID 136133141HCID 136133141, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.0 g of 1-(1-propenyl)-2-nitroimino-3-[(tetrahydro-3-furanyl)methyl]imidazolidine, 20 ml of 2N hydrochloric acid and 20 ml of ethanol was stirred at 60° C. for 3 hours. After the completion of reaction, the reaction mixture was neutralized with an aqueous solution of saturated sodium bicarbonate, followed by extraction with methylene chloride three times. Next, the extract was dried over sodium sulfate, anhydrous and then concentrated under a reduced pressure. The resultant oily substance was purified by silica gel column chromatography (ethyl acetate) to obtain 1.02 g of 1-[(tetrahydro-3furanyl)methyl]-2-(nitroimino)imidazolidine as a pale yellow oil.

Workup

  1. customAfter the completion of reaction
  2. extractionfollowed by extraction with methylene chloride three times
  3. dry with materialNext, the extract was dried over sodium sulfate, anhydrous
  4. concentrationconcentrated under a reduced pressure
  5. customThe resultant oily substance was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-cc287199ff7644d7b5fa36e896ae3fe0
Source dataset
uspto-grants-1997_03
Patent number
US05614527

Reaction notes

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