Ethanol → HCID 22387934, compound

HRID 1699861Notes

Reaction equation

HRID 1699861 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:5]=1[CH2:6][NH:7][N:8]1[C:12]2[CH:13]=[C:14]([C:17]([O:19]CC)=[O:18])[CH:15]=[CH:16][C:11]=2[N:10]([CH3:22])[C:9]1=[O:23].C(O)C.O1CCCC1>O>[C:17]([C:14]1[CH:15]=[CH:16][C:11]2[N:10]([CH3:22])[C:9](=[O:23])[N:8]([NH:7][CH2:6][C:5]3[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:4]=3[Cl:3])[C:12]=2[CH:13]=1)([OH:19])=[O:18]

Participants

6

Reactant 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22388120HCID 22388120, compound

Product 1

HCID 22387934HCID 22387934, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Ten percent sodium hydroxide (0.650 g) was added to a mixture of 1-(2,4-dichlorobenzylamino)-6-(ethoxycarbonyl)-3-methyl-2-benzimidazolone (0.308 g), ethanol (4 ml), tetrahydrofuran (8 ml) and water (4 ml), and the mixture was stirred at 60° C. for 2.5 hr. A part of the reaction mixture was concentrated, and neutralized with a saturated aqueous solution of sodium hydrogencarbonate. The crystals precipitated were filtered and dried to give the objective compound (0.276 g).

Workup

  1. concentrationA part of the reaction mixture was concentrated
  2. customThe crystals precipitated
  3. filtrationwere filtered
  4. customdried

Sources & evidence

ORD record
ord-752986f4c7d54ea1bfddf66bed316fac
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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