Guanidine → HCID 131719234, compound

HRID 862715Notes

Reaction equation

HRID 862715 reaction equation
O=C1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1O.[C:13]1(=[O:20])C=CC(=O)C=C1.[NH2:21][C:22]([NH2:24])=[NH:23].[OH-:25].[Na+]>C(O)C>[NH2:23][C:22]1[NH:24][C:11](=[O:12])[C:9]([C:7]([OH:8])([CH:5]([OH:6])[CH3:3])[C:13]([OH:20])=[O:25])([OH:10])[N:21]=1

Participants

6

Reactant 4

HCID 3520GuanidineHCID 4650QuinoneHCID 14798Sodium HydroxideHCID 54670067L-Ascorbic Acid

Product 1

HCID 131719234HCID 131719234, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of L-ascorbic acid (0.314 mol; 55.4 g) and p-benzoquinone in 470 ml of ethanol is stirred in darkness under argon for 90 min; then an ethanolic solution (100 ml) of guanidine (0.157 mol) (previously desalified with sodium hydroxide in ethanol) is then added. The medium is stirred at room temperature under argon in darkness for 6 h. The precipitate which forms is filtered, washed with ethanol and dried under vacuum (m=30 g; yield=100%).

Workup

  1. additionis then added
  2. stirringThe medium is stirred at room temperature under argon in darkness for 6 h
  3. filtrationThe precipitate which forms is filtered
  4. washwashed with ethanol
  5. customdried under vacuum (m=30 g; yield=100%)

Sources & evidence

ORD record
ord-7795570c59ef409d860bbda8c96835ca
Source dataset
uspto-grants-1998_02
Patent number
US05719187

Reaction notes

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