Tin tetrachloride → HCID 178437305, compound

HRID 2213688Notes

Reaction equation

HRID 2213688 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=[C:14]([C:16]1[N:17]=[CH:18][NH:19][CH:20]=1)[CH3:15])([O-])=O.[Sn](Cl)(Cl)(Cl)Cl.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=[C:14]([C:16]1[N:17]=[CH:18][NH:19][CH:20]=1)[CH3:15]

Participants

5

Reactant 3

HCID 24287Tin tetrachlorideHCID 516892Sodium BicarbonateHCID 178437307HCID 178437307, compound

Product 1

HCID 178437305HCID 178437305, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5-nitro-3-[1-(imidazol-4-yl)ethylidene]indolin-2-one (0.55 g, 2 mmol) was suspended in ethyl acetate (50 mL) and tin chloride (4.6 g, 20 mmol) was added. The resulting reaction mixture was heated overnight to 70° C. The reaction mixture was then cooled to ambient temperature and sodium bicarbonate solution was added. Extraction with ethyl acetate afforded 0.4 g of 5-amino-3-[1-(imidazol-4-yl)ethylidene]indolin-2-one.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas heated overnight to 70° C
  3. extractionExtraction with ethyl acetate

Sources & evidence

ORD record
ord-a911a6acead54e5db0dcba2f97852c94
Source dataset
uspto-grants-2006_09
Patent number
US07105563B2

Reaction notes

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