Guanidine → HCID 131719234, compound

HRID 374436Notes

Reaction equation

HRID 374436 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-eb8113358bb54beb9e065b115788d8db
Source dataset
uspto-grants-1996_01
Patent number
US05480884

Reaction notes

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