Water → HCID 69328936, compound

HRID 746800Notes

Reaction equation

HRID 746800 reaction equation
Cl[Sn]Cl.O.[F:5][C:6]1[CH:7]=[C:8]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[S:22][CH:23]=[CH:24][C:25]=3[NH:26][S:27]([CH:30]([CH3:32])[CH3:31])(=[O:29])=[O:28])=[CH:17][CH:16]=2)[CH:9]=[C:10]([N+:12]([O-])=O)[CH:11]=1.C([O-])(O)=O.[Na+]>CCO>[NH2:12][C:10]1[CH:11]=[C:6]([F:5])[CH:7]=[C:8]([C:15]2[CH:16]=[CH:17][C:18]([C:21]3[S:22][CH:23]=[CH:24][C:25]=3[NH:26][S:27]([CH:30]([CH3:31])[CH3:32])(=[O:28])=[O:29])=[CH:19][CH:20]=2)[CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 86613177HCID 86613177, compound

Product 1

HCID 69328936HCID 69328936, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add SnCl2.2 H2O (8.5 mmol) to a solution of propane-2-sulfonic acid [2-(3′-fluoro-5′-nitro-biphenyl-4-yl)-thiophen-3-yl]-amide (1.2 mmol) in EtOH (40 mL). Heat the reaction at 70° C. for 30 min and then at room temperature overnight. Add a saturated solution of NaHCO3 (pH=11-12) and extract with EtOAc (2×50 mL). Dry over NaSO4, filter and evaporate to dryness to provide the title compound. MS (ES−): 389 (M−1).

Workup

  1. temperatureHeat
  2. customthe reaction at 70° C. for 30 min
  3. customat room temperature
  4. customovernight
  5. extractionextract with EtOAc (2×50 mL)
  6. dry with materialDry over NaSO4
  7. filtrationfilter
  8. customevaporate to dryness

Sources & evidence

ORD record
ord-f407b44ac74641539f9312ecb8c0d3aa
Source dataset
uspto-grants-2008_07
Patent number
US07393868B2

Reaction notes

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