Hydrochloric Acid → HCID 178488031, compound

HRID 579465Notes

Reaction equation

HRID 579465 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][S:6][C:7]1[NH:11][C:10]2[C:12]([CH:18]=[O:19])=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:9]=2[N:8]=1)C.Cl>[OH-].[Na+].O1CCOCC1>[CH:18]([C:12]1[C:10]2[NH:11][C:7]([S:6][CH2:5][C:4]([OH:20])=[O:3])=[N:8][C:9]=2[CH:15]=[CH:14][C:13]=1[O:16][CH3:17])=[O:19]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178473165HCID 178473165, compound

Product 1

HCID 178488031HCID 178488031, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

(7-Formyl-6-methoxy-1H-benzoimidazol-2-ylsulfanyl)-acetic acid ethyl ester (1.432 g, 4.87 mmol) was dissolved in a mixture of 19.5 mL of 1N sodium hydroxide and 15 mL of dioxane. The solution was stirred at 50° C. for 2 h, cooled to 0° C., and the pH was adjusted to 3.5 by dropwise addition of 6N HCl, keeping the temperature at 0° C. The precipitated yellow solid was filtered, washed with ice cold water and dried. The title compound (1.10 g. 4.15 mmol, 85%) was isolated as a yellow powder.

Workup

  1. temperaturecooled to 0° C.
  2. customat 0° C
  3. filtrationThe precipitated yellow solid was filtered
  4. washwashed with ice cold water
  5. customdried

Sources & evidence

ORD record
ord-2af9812099ab44b784919d3a5f0a1787
Source dataset
uspto-grants-2015_05
Patent number
US09040714B2

Reaction notes

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