Stannous chloride dihydrate → HCID 67312218, compound

HRID 339524Notes

Reaction equation

HRID 339524 reaction equation
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[S:18][C:19]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:20]=4[N:21]=3)=[CH:13][CH:12]=2)=[O:9])=[CH:6][C:5]=1[C:30]([F:33])([F:32])[F:31])([O-])=O.O.O.[Sn](Cl)Cl.CCCCCC.CCOC(C)=O>CCO>[NH2:1][C:4]1[CH:29]=[CH:28][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[S:18][C:19]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:20]=4[N:21]=3)=[CH:13][CH:12]=2)=[O:9])=[CH:6][C:5]=1[C:30]([F:32])([F:33])[F:31]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 21226206Ethyl acetate hexaneHCID 67311687HCID 67311687, compound

Product 1

HCID 67312218HCID 67312218, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 4-nitro-3-trifluoromethyl-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide (0.35 g, 0.74 mmol) and tin (II) chloride dihydrate (1.33 g, 5.91 mmol) in EtOH (7 ml) to give the title compound (0.24 g, 73%) as a pale yellow solid after work-up and flash chromatography (3:2 Hexane/EtOAc).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c19de5d158c745dea8791b7acf088282
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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