Hydrochloric Acid → HCID 59497358, compound

HRID 1747284Notes

Reaction equation

HRID 1747284 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8](C(C)=C)[C:7]1=[O:18].CO.O.Cl>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]1=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 59497548HCID 59497548, compound

Product 1

HCID 59497358HCID 59497358, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
60 °C

Procedure

3-(3-Isopropenyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid methyl ester (2.2 g, 8.3 mmol) was treated with MeOH (5 mL) followed by water (5 mL) To this heterogeneous reaction mixture was added 37% hydrochloric acid (4 mL). This reaction mixture was heated to 60° C. for 20 min. The reaction remained as a clear homogeneous solution after heating. The reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 1.7 g of the desired product as a white solid. This product was used for the next reaction without further purification.

Workup

  1. temperatureafter heating
  2. washwashed with water
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-27f3eaf53ede4e818bc1cdb73af695d0
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

Loading…