Water → HCID 59421736, compound

HRID 2074070Notes

Reaction equation

HRID 2074070 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. With ice cooling, 16.4 ml of water and 6 ml (112 mmol) of a 50% 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 100 ml of 1N hydrochloric acid are added with ice cooling. The crystals are collected by suction filtration and dried at 40° C. in vacuo.

Workup

  1. concentrationconcentrated in vacuo
  2. addition100 ml of 1N hydrochloric acid are added with ice cooling
  3. filtrationThe crystals are collected by suction filtration
  4. customdried at 40° C. in vacuo

Sources & evidence

ORD record
ord-3e6e0f1c13404d6da8fbdd0982d91a52
Source dataset
uspto-grants-2011_04
Patent number
US07919489B2

Reaction notes

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