Stannous chloride dihydrate → HCID 67236523, compound

HRID 339581Notes

Reaction equation

HRID 339581 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]([O:27][CH3:28])[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.CCCCCC.CCOC(C)=O>CCO>[NH2:1][C:4]1[CH:5]=[CH:6][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]([O:27][CH3:28])[CH:24]=[CH:23][C:21]=4[N:22]=3)=[CH:16][CH:17]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 21226206Ethyl acetate hexaneHCID 67237731HCID 67237731, compound

Product 1

HCID 67236523HCID 67236523, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-{4-[2-(4-nitrophenyl)-vinyl]-phenyl}-6-methoxybenzothiazole (0.10 g, 0.28 mmol) and tin (II) chloride dihydrate (0.5 g, 2.23 mmol) in EtOH (7 ml) to give the title compound (0.04 g, 43%) as a yellow solid after work-up and flash chromatography (2:1 Hexane/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-971a2ab015c84d0c9d821ea3ab0677d1
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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