Hydrochloric Acid → PGL-135 hydrochloride

HRID 37290

Reaction equation

HRID 37290 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[ClH:5].[CH3:6][C:7]1[C:13](=O)[CH:12]=[C:11]([CH3:15])[C:9](=[O:10])[CH:8]=1>C(O)C>[ClH:5].[NH2:1][C:2]1[S:3][C:12]2[C:11]([CH3:15])=[C:9]([OH:10])[CH:8]=[C:7]([CH3:6])[C:13]=2[N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 87182,5-Dimethyl-4-benzoquinoneHCID 2723790Thiourea

Product 1

HCID 16078999PGL-135 hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To 2.24 g of thiourea were added 60 ml of ethanol and 2.5 ml of concentrated hydrochloric acid, followed by stirring. Then a solution of 8.0 g of p-xyloquinone in ethanol (120 ml) was slowly added dropwise thereto. The reaction mixture was stirred at room temperature for 24 hours and then concentrated to about one-half. The crystals thus precipitated were separated by filtering and washed with a small amount of ethanol. Thus 6.80 g of the title compound was obtained in the form of white crystals.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 24 hours
  2. concentrationconcentrated to about one-half
  3. customThe crystals thus precipitated
  4. customwere separated
  5. filtrationby filtering
  6. washwashed with a small amount of ethanol

Sources & evidence

ORD record
ord-0413705d505a4721ac07d69958786d93
Source dataset
uspto-grants-1995_05
Patent number
US05420144

Linked notes

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