Formamide → 5-chloro-6-methyl-1H-pyrimidin-4-one

HRID 259806

Reaction equation

HRID 259806 reaction equation
[NH2:1][C:2]([CH3:9])=[C:3]([Cl:8])[C:4](OC)=[O:5].[CH:10]([NH2:12])=O.C[O-].[Na+]>CO>[Cl:8][C:3]1[C:4]([OH:5])=[N:12][CH:10]=[N:1][C:2]=1[CH3:9]

Participants

5

Reactant 3

HCID 713FormamideHCID 10942334Sodium MethoxideHCID 76224675Methyl 3-amino-2-chloro-2-butenoate

Product 1

HCID 1784332125-chloro-6-methyl-1H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.9 g (0.17 mol) of methyl 3-amino-2-chloro-2-butenoate are reacted with 11.7 g (0.26 mol) of formamide and 51 ml of sodium methylate solution in 20 ml of methanol and worked up in analogy to Example 9 (reaction time 20 h). Yield: 16.6 g (67.5%)

Workup

  1. customworked up in analogy to Example 9 (reaction time 20 h)

Sources & evidence

ORD record
ord-58ad2a4fdb2f4d9bb1f83c2c5786fa1f
Source dataset
uspto-grants-1996_06
Patent number
US05523404

Linked notes

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