Stannous Chloride → HCID 57588233, compound

HRID 2415779Notes

Reaction equation

HRID 2415779 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=2[CH:8]=[C:7]([N+:16]([O-])=O)[CH:6]=1)=[O:4].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>C(O)C>[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=2[CH:8]=[C:7]([NH2:16])[CH:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 57588255HCID 57588255, compound

Product 1

HCID 57588233HCID 57588233, compoundYield 62.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 8-nitro-3,4-dihydro-2H-benzo[b][1,4]dioxepine-6-carboxylic acid methyl ester (0.58 g), SnCl2 (2.17 g) and ethanol was refluxed at 70° C. for 2 hours. The reaction was poured over ice and the resulting aqueous solution treated with 5% NaHCO3 (pH 7-8) and extracted with EtOAc. The organic phase was dried with MgSO4 and solvent removed in vacuo to yield 0.318 g of product which was used directly in the next reaction. MS: M+ 224.

Workup

  1. additionThe reaction was poured over ice
  2. extractionextracted with EtOAc
  3. dry with materialThe organic phase was dried with MgSO4 and solvent
  4. customremoved in vacuo

Sources & evidence

ORD record
ord-50e6936d18cc44c4912d9acb65c28fd1
Source dataset
uspto-grants-2004_11
Patent number
US06821977B2

Reaction notes

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