Stannous chloride dihydrate → HCID 67238878, compound

HRID 339502Notes

Reaction equation

HRID 339502 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:13]=3[N:14]=2)=[CH:6][C:5]=1[C:21]([F:24])([F:23])[F:22])([O-])=O.O.O.[Sn](Cl)Cl.CCCCCC.CCOC(C)=O>CCO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:13]=3[N:14]=2)=[CH:6][C:5]=1[C:21]([F:23])([F:24])[F:22]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 21226206Ethyl acetate hexaneHCID 67238048HCID 67238048, compound

Product 1

HCID 67238878HCID 67238878, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-(4-nitro-3-trifluoromethyl phenyl)-6-methoxybenzothiazole (1.0 g, 2.82 mmol) and tin (II) dichloride dihydrate (5.1 g, 22.6 mmol) in EtOH (50 ml) to give the title compound (0.84 g, 91%) as a pale orange solid after work-up and flash chromatography (2:1 Hexane/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-17ddb700e69f4230bd8ee3217b90d80a
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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