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Stannous chloride dihydrate → HCID 28325551, compound

HRID 339550
Notes
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Reaction equation

HRID 339550 reaction equation
[CH3:1][C:2]1[N:3]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=3)[N:7]=[C:4]2[S:5][CH:6]=1.O.O.[Sn](Cl)Cl.C(Cl)Cl.CCOC(C)=O>CCO>[CH3:1][C:2]1[N:3]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=3)[N:7]=[C:4]2[S:5][CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 3926234Imidazo[2,1-b]thiazole, 3-methyl-6-(4-nitrophenyl)-HCID 21226138Dichloromethane ethylacetate

Product 1

HCID 28325551HCID 28325551, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 3-methyl-6-(4-nitrophenyl)imidazo[2,1-b][1,3]thiazole (0.20 g, 0.772 mmol) and tin (II) chloride dihydrate (0.87 g, 3.86 mmol) in EtOH (20 ml) to give the title compound (88 mg, 50%) as a pale orange solid after work-up and flash chromatography (1:1 DCM/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1ff2bf52fdab410c9bc87904e6a21177
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08895313B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes