Ammonium Chloride → HCID 13318715, compound

HRID 1382764Notes

Reaction equation

HRID 1382764 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14](=[NH:18])OCC)=[CH:7][CH:6]=1)[CH3:3].[Cl-:19].[NH4+:20]>C(O)C>[ClH:19].[ClH:19].[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14]([NH2:18])=[NH:20])=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 13949548HCID 13949548, compound

Product 1

HCID 13318715HCID 13318715, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-(5-dimethylaminomethyl-2-furanylmethylthio)propionimidate (27.72 g), ammonium chloride (5.48 g) and ethanol (170 ml) were stirred at room temperature for one hour and then allowed to stand overnight. The ethanol was evaporated at reduced pressure and the residue purified by chromatography on silica gel at medium pressure using chloroform-methanol as eluant. The fractions containing the major product were combined, evaporated to dryness at reduced pressure and treated with ethanol containing anhydrous hydrogen chloride. The solvent was evaporated at reduced pressure to give 3-(5-dimethylaminomethyl-2-furanylmethylthio)propionamidine dihydrochloride (15.65 g).

Workup

  1. customThe ethanol was evaporated at reduced pressure
  2. customthe residue purified by chromatography on silica gel at medium pressure
  3. additionThe fractions containing the major product
  4. customevaporated to dryness at reduced pressure
  5. additiontreated with ethanol containing anhydrous hydrogen chloride
  6. customThe solvent was evaporated at reduced pressure

Sources & evidence

ORD record
ord-47ecb0692eb04adb975edcfb43b5b36a
Source dataset
uspto-grants-1989_02
Patent number
US04808589

Reaction notes

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