6-Amino-1,3-dimethyluracil → HCID 13646773, compound

HRID 1982377Notes

Reaction equation

HRID 1982377 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[CH:3]=1.[Cl:12][C:13]1[CH:14]=[C:15]([CH:25]=[CH:26][CH:27]=1)[CH:16]=[C:17]([C:22]([CH3:24])=O)[C:18]([O:20][CH3:21])=[O:19]>C(O)(=O)C>[Cl:12][C:13]1[CH:14]=[C:15]([CH:16]2[C:3]3[C:4](=[O:11])[N:5]([CH3:10])[C:6](=[O:9])[N:7]([CH3:8])[C:2]=3[NH:1][C:22]([CH3:24])=[C:17]2[C:18]([O:20][CH3:21])=[O:19])[CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 811526-Amino-1,3-dimethyluracilHCID 54128527HCID 54128527, compound

Product 1

HCID 13646773HCID 13646773, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6-amino-N,N'-dimethyluracil (1.5 g, 10 mM) and methyl 2-(3-chlorobenzylidene)acetoacetate (2.38 g, 10 mM) in glacial acetic acid (20 ml) was stirred at reflux under N2 for 3 hrs., cooled to ambient, evaporated in vacuo and diluted with acetone to precipitate out the product. Recrystallization from MeOH/Acetone gave the title compound (2.0 g,53%), mp. 230° C.

Workup

  1. temperatureat reflux under N2 for 3 hrs
  2. temperature, cooled
  3. customevaporated in vacuo
  4. additiondiluted with acetone
  5. customto precipitate out the product
  6. customRecrystallization from MeOH/Acetone

Sources & evidence

ORD record
ord-ae65ba6b390246b98efb48548c003337
Source dataset
uspto-grants-1986_06
Patent number
US04596805

Reaction notes

Loading…