Diethyl (ethoxymethylene)malonate → HCID 178469683, compound

HRID 2420152Notes

Reaction equation

HRID 2420152 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]([O:13][C:14](=[O:25])[C:15](=[CH:21]OCC)[C:16](OCC)=[O:17])[CH3:12]>CN(C=O)C>[OH:17][C:16]1[N:6]2[C:2](=[N:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=32)[N:1]=[CH:21][C:15]=1[C:14]([O:13][CH2:11][CH3:12])=[O:25]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 136242-Aminobenzimidazole

Product 1

HCID 178469683HCID 178469683, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

266 g. of 2-aminobenzimidazole (2 mol.) and 432 g. of ethoxymethylene malonic acid diethyl ester are heated with stirring in 3 liters of DMF at 80° for three hours. The solution is cooled to room temperature and then filtered off and the crystalline 4-hydroxypyrimido[1,2-a]-benzimidazole-3-carboxylic acid, ethyl ester is recrystallized from acetic acid, yield 490 g. (95%); m.p. 309°-310°.

Workup

  1. filtrationfiltered off
  2. customthe crystalline 4-hydroxypyrimido[1,2-a]-benzimidazole-3-carboxylic acid, ethyl ester is recrystallized from acetic acid, yield 490 g

Sources & evidence

ORD record
ord-59bb90864ce24020a1f6aba78e810346
Source dataset
uspto-grants-1978_08
Patent number
US04109091

Reaction notes

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