Stannous chloride dihydrate → 2-(4-Amino-2-methoxyphenyl)-6-methoxybenzothiazole

HRID 339503Notes

Reaction equation

HRID 339503 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[S:13][C:14]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:15]=2[N:16]=1.O.O.[Sn](Cl)Cl>CCO>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([C:12]2[S:13][C:14]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:15]=3[N:16]=2)=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 672371952-(2-Methoxy-4-nitrophenyl)-6-methoxybenzothiazole

Product 1

HCID 672367942-(4-Amino-2-methoxyphenyl)-6-methoxybenzothiazoleYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared as described in the Nitro Reduction section using 2-(2-methoxy-4-nitrophenyl)-6-methoxybenzothiazole (1.0 g, 3.13 mmol) and tin (II) dichloride dihydrate (5.66 g, 25.08 mmol) in EtOH (50 ml) to give the title compound (0.79 g, 89%) as a pale yellow solid after work-up and recrystallisation from EtOH.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f33ec86e316d4d18a5f7a67b7425d8d8
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Reaction notes

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