Acetamidine monohydrochloride → HCID 178499609, compound

HRID 1957172Notes

Reaction equation

HRID 1957172 reaction equation
[CH:1]([C:11]([O:13]C)=O)([C:7](OC)=[O:8])[CH2:2][C:3]([O:5][CH3:6])=[O:4].Cl.[C:16]([NH2:19])(=[NH:18])[CH3:17].C[O-].[Na+]>CO>[OH:13][C:11]1[C:1]([CH2:2][C:3]([O:5][CH3:6])=[O:4])=[C:7]([OH:8])[N:19]=[C:16]([CH3:17])[N:18]=1

Participants

5

Reactant 3

HCID 67170Acetamidine monohydrochlorideHCID 2911921,1,2-Trimethyl ethane-1,1,2-tricarboxylateHCID 10942334Sodium Methoxide

Product 1

HCID 178499609HCID 178499609, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Trimethyl ethane-1,1,2-tricarboxylate (204 g, 1 mol) and acetamidine hydrochloride (95 g, 1 mol) are added to a solution of sodium methylate (108 g, 2 mol) in methanol (600 ml) with stirring. The mixture is stirred for 16 hours at room temperature. Acidification with concentrated hydrochloric acid, filtration, washing with cold water and drying gives the methyl 4,6-dihydroxy-2-methyl-pyrimidin-5-yl-acetate (or tautomeric forms thereof) as a colorless solid (210 g), m.p.>200° C.

Workup

  1. stirringThe mixture is stirred for 16 hours at room temperature
  2. filtrationAcidification with concentrated hydrochloric acid, filtration
  3. washwashing with cold water
  4. customdrying

Sources & evidence

ORD record
ord-c566cc7fc5204cd3ab2a6b8bc5de8414
Source dataset
uspto-grants-1998_07
Patent number
US05783580

Reaction notes

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