Ethyl Acrylate → HCID 135802547, compound

HRID 215695Notes

Reaction equation

HRID 215695 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.[C:11](OCC)(=[O:14])[CH:12]=[CH2:13]>>[NH:1]1[C:2]2=[N:6][C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[N:3]2[CH2:13][CH2:12][C:11]1=[O:14]

Participants

3

Reactant 2

HCID 8821Ethyl AcrylateHCID 136242-Aminobenzimidazole

Product 1

HCID 135802547HCID 135802547, compoundYield 54.7%

Conditions

Temperature
130 °C

Procedure

5.32 g (40 mmol) 2-aminobenzimidazole and 4.00 (40 mmol) ethyl acrylate were dissolved in 25 ml Proglyde DMM. The reaction mixture was heated to 130° C. and the reaction was allowed to continue for 6 hours at 130° C. The reaction mixture was allowed to cool down to room temperature. Upon standing over night, 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one crystallized from the medium and was isolated by filtration. 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was recrystallized from 1-methoxy-2-propanol. 4.1 g (54.7%) 3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was isolated (m.p. >260° C.).

Workup

  1. temperatureto cool down to room temperature
  2. waitUpon standing over night
  3. custom3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one crystallized from the medium
  4. customwas isolated by filtration
  5. custom3,4-dihydro-pyrimidino[1,2-a]benzimidazol-2(1H)-one was recrystallized from 1-methoxy-2-propanol

Sources & evidence

ORD record
ord-3f10e5be0a554b0ebb6dca4b45a5880d
Source dataset
uspto-grants-2012_06
Patent number
US08192918B2

Reaction notes

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