Hydrochloric Acid → HCID 69353272, compound

HRID 350707Notes

Reaction equation

HRID 350707 reaction equation
[N:1]1([C:10]2[S:11][C:12](/[CH:18]=[CH:19]/[C:20]([O:22]CC)=[O:21])=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[OH-].[Na+].O1CCCC1.Cl>C(O)C>[N:1]1([C:10]2[S:11][C:12](/[CH:18]=[CH:19]/[C:20]([OH:22])=[O:21])=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 69355215HCID 69355215, compound

Product 1

HCID 69353272HCID 69353272, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl(2E)-3-[2-(1H-benzimidazol-1-yl)-4-isopropyl-5-thiazolyl]propenoate (1.00 g), 2N aqueous sodium hydroxide solution (5 mL), tetrahydrofuran (5 mL), ethanol (5 mL) was stirred at room temperature for 1 hr. The reaction mixture was poured into dilute hydrochloric acid and the precipitated solid was collected by filtration, washed with water and dried to give (2E)-3-[2-(1H-benzimidazol-1-yl)-4-isopropyl-5-thiazolyl]propenoic acid (0.90 g, 98%) as crystals. Recrystallization from acetone-hexane gave pale-yellow prism crystals. melting point: 262–264° C.

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-b12eb419457141bf85249ac77faba74d
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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