Hydrochloric Acid → HCID 73176434, compound

HRID 1281163Notes

Reaction equation

HRID 1281163 reaction equation
[Cl:1][C:2]1[C:31]([Cl:32])=[CH:30][C:5]2[N:6](COC)[C:7]([C:9]3[N:10]([CH3:26])[C:11]4[C:16]([CH:17]=3)=[CH:15][C:14]([CH:18]=[C:19]3[S:23][C:22](=[O:24])[NH:21][C:20]3=[O:25])=[CH:13][CH:12]=4)=[N:8][C:4]=2[CH:3]=1.Cl.[OH-].[Na+]>O1CCOCC1>[Cl:1][C:2]1[C:31]([Cl:32])=[CH:30][C:5]2[N:6]=[C:7]([C:9]3[N:10]([CH3:26])[C:11]4[C:16]([CH:17]=3)=[CH:15][C:14]([CH:18]=[C:19]3[S:23][C:22](=[O:24])[NH:21][C:20]3=[O:25])=[CH:13][CH:12]=4)[NH:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 73176433HCID 73176433, compound

Product 1

HCID 73176434HCID 73176434, compoundYield 51.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 5,6-dichloro-2-[5-[(2,4-dioxothiazolidin-5-ylidene)methyl]-1-methylindol-2-yl]-1-(methoxymethyl)benzimidazole obtained in Example 48 (26 mg, 0.053 mmol) in 1,4-dioxane (5 mL) was added concentrated hydrochloric acid (0.5 mL), and the mixture was heated to reflux for 1 h. The pH was adjusted to 7 by 2 mol/L sodium hydroxide and the precipitated products were collected by filtration to afford 5,6-dichloro-2-[5-[(2,4-dioxothiazolidin-5-ylidene)methyl]-1-methylindol-2-yl]benzimidazole (12 mg, 51%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1 h
  3. filtrationthe precipitated products were collected by filtration

Sources & evidence

ORD record
ord-94e39b8837674c5aa57423aac7b0e999
Source dataset
uspto-grants-2002_09
Patent number
US06452014B1

Reaction notes

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