Hydrochloric Acid → HCID 178499612, compound

HRID 1957161Notes

Reaction equation

HRID 1957161 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].C(O)(=O)C.[CH:19]([NH2:21])=[NH:20].C[O-].[Na+].Cl>CO.C(OC)(C)(C)C.O>[OH:13][C:11]1[C:1]([CH2:2][C:3]([O:5][CH3:6])=[O:4])=[C:7]([OH:8])[N:21]=[CH:19][N:20]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 160693Formamidine acetateHCID 2911921,1,2-Trimethyl ethane-1,1,2-tricarboxylateHCID 10942334Sodium Methoxide

Product 1

HCID 178499612HCID 178499612, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

Trimethyl ethane-1,1,2-tricarboxylate (600 g, 3.0 mol) and formamidine acetate (312 g, 3.0 mol) are added sequentially to a vigourously stirred solution of sodium methylate (324 g, 6.0 mol) in methanol (1800 ml) at 0° C. The reaction mixture is stirred for 12 hours, diluted with t-butylmethyl ether (300 ml) and filtered with suction. The mixture of salts obtained is suspended in water (1000 ml) and acidified with concentrated hydrochloric acid (600 ml). Filtration and drying gives the methyl 4,6-dihydroxy-pyrimidin-5-yl-acetate or the tautomeric forms thereof as a white solid (420 g), m.p. >200° C.

Workup

  1. filtrationfiltered with suction
  2. additionThe mixture of salts
  3. customobtained
  4. filtrationFiltration
  5. customdrying

Sources & evidence

ORD record
ord-a743cfb90c8a4b08ab5ee8b7d84197a2
Source dataset
uspto-grants-1998_07
Patent number
US05783580

Reaction notes

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