Water → HCID 53877891, compound

HRID 362362Notes

Reaction equation

HRID 362362 reaction equation
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[O:21][N:22]=[CH:23][C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1)([O-])=O.Cl[Sn]Cl.O.C([O-])(O)=O.[Na+]>C(O)C>[NH2:1][C:4]1[CH:25]=[CH:24][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]3[O:21][N:22]=[CH:23][C:13]=3[CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 53710396HCID 53710396, compound

Product 1

HCID 53877891HCID 53877891, compoundYield 219.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.050 g of 5,6-dihydro-6-(4-nitrobenzoyl)-4H-isoxazolo[4,5-d][1]benzazepine and 0.169 g of SnCl2 2H2O in 2 ml of ethyl alcohol is heated at reflux under argon for 1 hour. Water and 10% NaHCO3 is added until basic. The volatiles are evaporated in vacuo to a residue which is stirred with 1:1 chloroform-methanol and filtered. The filtrate is evaporated in vacuo to a residue which is dissolved in methyl alcohol, treated with activated carbon, filtered through diatomaceous earth and concentrated in vacuo to give 100 mg of the desired product as a white crystalline solid. CIMS(CH4):MH+ =306.

Workup

  1. temperatureis heated
  2. temperatureat reflux under argon for 1 hour
  3. customThe volatiles are evaporated in vacuo to a residue which
  4. filtrationfiltered
  5. customThe filtrate is evaporated in vacuo to a residue which
  6. dissolutionis dissolved in methyl alcohol
  7. additiontreated with activated carbon
  8. filtrationfiltered through diatomaceous earth
  9. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d43b05deb77b426f8013a8b2c95fc15b
Source dataset
uspto-grants-1999_02
Patent number
US05869483

Reaction notes

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