Methyl Acrylate → HCID 135574088, compound

HRID 1862994Notes

Reaction equation

HRID 1862994 reaction equation
[C:1]([O:5][CH3:6])(=O)[CH:2]=[CH2:3].[NH2:7][C:8]1[NH:9][C:10]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19]C)=[CH:13][C:11]=2[N:12]=1>CO>[CH3:6][O:5][C:1]1[C:15]([O:17][CH3:18])=[CH:16][C:10]2[N:9]=[C:8]3[NH:7][C:14](=[O:19])[CH2:13][CH2:11][N:12]3[C:3]=2[CH:2]=1

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 190177685,6-Dimethoxy-1H-benzimidazol-2-amine

Product 1

HCID 135574088HCID 135574088, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl acrylate (6.1 g.) was added to a solution of 2-amino-5,6-dimethoxybenzimidazole (12.2 g.) in methanol (70 ml.) and the mixture was stirred for 90 hours. The crystalline precipitate was separated by filtration and washed with ethanol and then ether to give 7,8-dimethoxy-3,4-dihydropyrimido[1,2-a]-benzimidazol-2(1H)-one (10.3 g.), m.p. 264°-5° C.; microanalysis, C12H13N3O3 requires: C, 58.3; H, 5.3; N, 17.0%; found: C, 58.0; H, 5.2; N, 16.8%; NMR: δ2.82 (t, 2 protons, C3-H2); 3.72 (s, 3 protons, CH3O); 3.76 (s, 3 protons, CH3O); 4.15 (t, protons C4 -H2); 7.00 (s, 1 proton, C6-H); 7.04 (s, 1 proton, C9-H).

Workup

  1. customThe crystalline precipitate was separated by filtration
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-7a9c0c926cf6459d95fd3a3d6c73a0cf
Source dataset
uspto-grants-1979_09
Patent number
US04167569

Reaction notes

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