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Hydrochloric Acid → HCID 57731924, compound

HRID 401774
Notes
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Reaction equation

HRID 401774 reaction equation
[Cl:1][C:2]1[S:6][C:5]([N:7](CC2C=CC(OC)=CC=2OC)[S:8]([C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([F:21])[CH:12]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[S:6][C:5]([NH:7][S:8]([C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([F:21])[CH:12]=2)(=[O:10])=[O:9])=[N:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57732181HCID 57732181, compound

Product 1

HCID 57731924HCID 57731924, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Methyl 4-{[(5-chloro-1,3-thiazol-2-yl)(2,4-dimethoxybenzyl)amino]sulfonyl}-2-fluorobenzoate (Preparation 31, 7.2 g, 14 mmol) was dissolved in dioxane (15 ml), 4M HCl in dioxane was added at 0° C. and the reaction mixture stirred at room temperature for 18 hours. The solvent was evaporated in vacuo and the residue triturated with hot MeOH (100 ml) to yield the title compound as a white solid (3.6 g, 10.2 mmol, 71%).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue triturated with hot MeOH (100 ml)

Sources & evidence

ORD record
ord-5f859330fbf74d2c909dfd7aa8e716aa
Source dataset
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08741934B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes