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Sodium Bicarbonate → HCID 22106607, compound

HRID 1941497
Notes
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Reaction equation

HRID 1941497 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:7]=[C:8]([N:14]2[C:18]([S:19]([CH3:22])(=[O:21])=[O:20])=[N:17][N:16]=[N:15]2)[CH:9]=[CH:10][C:11]=1[O:12][CH3:13].C(=O)(O)[O-].[Na+]>O1CCCC1.Cl.[Cl-].[Na+].O>[CH3:22][S:19]([C:18]1[N:14]([C:8]2[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:6]([CH:7]=2)[CH:2]=[O:1])[N:15]=[N:16][N:17]=1)(=[O:20])=[O:21]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 544209551-(3-[1,3]Dioxolan-2-yl-4-methoxy-phenyl)-5-methanesulfonyl-1H-tetrazole

Product 1

HCID 22106607HCID 22106607, compoundYield 44.4%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent
HCID 57417360
Sodium chloride; water
Solvent

Procedure

1-(3-[1,3]Dioxolan-2-yl-4-methoxy-phenyl)-5-methanesulfonyl-1H-tetrazole (800 mg) in tetrahydrofuran (13 ml) and hydrochloric acid (2N, 7.5 ml) was stirred at room temperature for 1.5 h. The solution was basified with sodium bicarbonate solution (8%), saturated with brine (50 ml), extracted with ether (3×50 ml), dried (N2SO4) and evaporated to give the title compound as an orange solid (307 mg). T.l.c. (Ethyl acetate/cyclohexane (1:1)), Rf=0.5

Workup

  1. extractionextracted with ether (3×50 ml)
  2. customdried (N2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-0ef8f04ac91e459f82a115d16dea7b16
Source dataset
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05703240

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes