Stannous chloride dihydrate → HCID 67237158, compound

HRID 339586Notes

Reaction equation

HRID 339586 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:19][C:20]3[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:21]=3[N:22]=2)=[CH:14][CH:13]=1)([O-])=O.O.O.[Sn](Cl)Cl.C(Cl)Cl.CCOC(C)=O>CCO>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]=[CH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:19][C:20]3[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:21]=3[N:22]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 21226138Dichloromethane ethylacetateHCID 67236914HCID 67236914, compound

Product 1

HCID 67237158HCID 67237158, compoundYield 39.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-{4-[2-(2-nitrophenyl)-vinyl]-phenyl}-6-methylbenzothiazole (0.10 g, 0.268 mmol) and tin (II) chloride dihydrate (0.48 g, 2.15 mmol) in EtOH (3 ml) to give the title compound (0.036 g, 39%) as a yellow solid after work-up and flash chromatography (20:1 DCM/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ceeb70fc97364d90b4f74e00e4f3e93d
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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