Hydrochloric Acid → HCID 54097963, compound

HRID 1075278Notes

Reaction equation

HRID 1075278 reaction equation
C([O:3][C:4](=[O:18])[C:5]([C:9]1[N:14]=[C:13]([NH:15]C=O)[CH:12]=[CH:11][N:10]=1)=[N:6][O:7][CH3:8])C.[OH-].[K+].Cl>C(O)C>[NH2:15][C:13]1[CH:12]=[CH:11][N:10]=[C:9]([C:5](=[N:6][O:7][CH3:8])[C:4]([OH:18])=[O:3])[N:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54343679HCID 54343679, compound

Product 1

HCID 54097963HCID 54097963, compoundYield 1.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-(4-formamidopyrimidin-2-yl)-2-methoxyiminoacetic acid (syn isomer) (30.8 g) in ethanol (308 ml) was added 1 N alcoholic solution (550 ml) of potassium hydroxide and the mixture was stirred for 3.5 hours at ambient temperature. The reaction mixture was cooled in an ice bath and adjusted to pH 3 with concentrated hydrochloric acid (53 ml). The resultant solid was filtered and washed with ethanol (60 ml), water (100 ml), acetone (100 ml) to give a crude product (28.8 g). This product (1 g) was recrystallized from water (10 ml) to give a purified product of 2-(4-aminopyrimidin-2-yl)-2-methoxyiminoacetic acid (dihydrate, syn isomer) (0.4 g), mp. 178°-183° C. (dec.). The following compound was obtained according to the similar manner to that of Preparation 21-(1).

Workup

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. filtrationThe resultant solid was filtered
  3. washwashed with ethanol (60 ml), water (100 ml), acetone (100 ml)
  4. customto give a crude product (28.8 g)
  5. customThis product (1 g) was recrystallized from water (10 ml)

Sources & evidence

ORD record
ord-412ea1970c854ba2bdcd905e0a192469
Source dataset
uspto-grants-1983_07
Patent number
US04395411

Reaction notes

Loading…