Stannous chloride dihydrate → HCID 67237269, compound

HRID 339588Notes

Reaction equation

HRID 339588 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[S:19][C:20]4[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:21]=4[N:22]=3)=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)([O-])=O.O.O.[Sn](Cl)Cl.C(Cl)Cl.CCOC(C)=O>CCO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[S:19][C:20]4[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:21]=4[N:22]=3)=[CH:16][CH:17]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 21226138Dichloromethane ethylacetateHCID 67236819HCID 67236819, compound

Product 1

HCID 67237269HCID 67237269, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-{4-[2-(4-nitrophenyl)-vinyl]-phenyl}-6-methylbenzothiazole (0.15 g, 0.403 mmol) and tin (II) chloride dihydrate (0.73 g, 3.22 mmol) in EtOH (5 ml) to give the title compound (0.113 g, 82%) as a pale yellow solid after work-up and flash chromatography (20:1 DCM/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-86ca55b829004b4390bc23a1b5c921fc
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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