Stannous chloride dihydrate → 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline

HRID 339500

Reaction equation

HRID 339500 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][CH:5]=1)([O-])=O.O.O.[Sn](Cl)Cl>CCO>[NH2:1][C:4]1[CH:5]=[CH:6][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:8][CH:9]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 106608526-Methoxy-2-(4-nitrophenyl) benzothiazole

Product 1

HCID 3918704-(6-Methoxy-1,3-benzothiazol-2-yl)anilineYield 93.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-(4-nitrophenyl)-6-methoxybenzothiazole (5.0 g, 17.5 mmol) and tin (II) dichloride dihydrate (31.5 g, 0.14 mol) in EtOH (150 ml) to give the title compound (4.2 g, 93%) as a colourless solid after work-up and recrystallisation from EtOH.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-15f369d2d1e442018b37cb1474605b38
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Linked notes

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