Water → HCID 59421736, compound

HRID 499905Notes

Reaction equation

HRID 499905 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[N:13]=[C:14]([C:21]([O:23]CC)=[O:22])[N:15]([CH2:17][CH:18]3[CH2:20][CH2:19]3)[CH:16]=2)=[O:10])=[C:4]([CH3:26])[CH:3]=1.O.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[N:13]=[C:14]([C:21]([OH:23])=[O:22])[N:15]([CH2:17][CH:18]3[CH2:20][CH2:19]3)[CH:16]=2)=[O:10])=[C:4]([CH3:26])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 59421859HCID 59421859, compound

Product 1

HCID 59421736HCID 59421736, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10.6 g (28.1 mmol) of ethyl 4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylate are suspended in 158 ml of ethanol. While cooling in ice, 16.4 ml of water and 6 ml (112 mmol) of 50% strength aqueous sodium hydroxide solution are added. The reaction mixture is stirred at room temperature for 1 h and then concentrated in vacuo. The residue is taken up in 100 ml of isopropanol and, while cooling in ice, 100 ml of 1N hydrochloric acid are added. The crystals are filtered off with suction and dried in vacuo at 40° C.

Workup

  1. temperatureWhile cooling in ice
  2. concentrationconcentrated in vacuo
  3. temperaturewhile cooling in ice
  4. addition100 ml of 1N hydrochloric acid are added
  5. filtrationThe crystals are filtered off with suction
  6. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-df3eea58498d43409675bb724674e12a
Source dataset
uspto-grants-2010_08
Patent number
US07767704B2

Reaction notes

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