Hydrochloric Acid → HCID 178431145, compound

HRID 1700568Notes

Reaction equation

HRID 1700568 reaction equation
[CH3:1][C:2]1[C:6]2[C:7](=O)[CH2:8][CH:9]([C:11]3[S:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][C:5]=2[O:4][CH:3]=1.[C:17]([NH:20][NH2:21])([NH2:19])=[NH:18].[ClH:22].Cl.O>C(O)C>[ClH:22].[NH:20]([N:21]=[C:7]1[C:6]2[C:2]([CH3:1])=[CH:3][O:4][C:5]=2[CH2:10][CH:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[CH2:8]1)[C:17]([NH2:19])=[NH:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 183173293-Methyl-6-(2-thienyl)-4,5,6,7-tetrahydrobenzofuran-4-oneHCID 178418668HCID 178418668, compound

Product 1

HCID 178431145HCID 178431145, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydrobenzofuran-4-one (0.30 g), aminoguanidine hydrochloride (0.15 g), concentrated hydrochloric acid (0.065 ml), water (0.065 ml) and ethanol (30 ml) was refluxed for 2.5 hours. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethanol to give 4-guanidinoimino-3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydrobenzofuran hydrochloride (Compound 48) (0.36 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 2.5 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-bee063d3b6e0425d9427ea33c1f62daf
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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