Stannous chloride dihydrate → HCID 66962657, compound

HRID 898075Notes

Reaction equation

HRID 898075 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[S:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)=[CH:6][CH:5]=1)([O-])=O.O.O.[Sn](Cl)Cl>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[S:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 6143420NSC506645

Product 1

HCID 66962657HCID 66962657, compoundYield 9.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(4-nitrophenylethenyl)benthiazole 11 (500 mg, 1.7 mmol) and tin (II) chloride dihydrate (1.18 g, 5.2 mmol) in anhydrous ethanol (20 ml) was refluxed under N2 for 4 hrs. Ethanol was removed by vacuum evaporation. The residue was dissolved into ethyl acetate (20 ml), washed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml), and dried over MgSO4. Evaporation to dryness gave 40 mg (8.0%) of product 12.

Workup

  1. temperaturewas refluxed under N2 for 4 hrs
  2. customEthanol was removed by vacuum evaporation
  3. dissolutionThe residue was dissolved into ethyl acetate (20 ml)
  4. washwashed with NaOH solution (1 N, 3×20 ml) and water (3×20 ml)
  5. dry with materialdried over MgSO4
  6. customEvaporation to dryness

Sources & evidence

ORD record
ord-6f616e102d984141acf2882765e3dfaa
Source dataset
uspto-grants-2008_04
Patent number
US07351401B2

Reaction notes

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