Ammonium Chloride → Methyl 2-(((2-amino-4-methylphenyl)thio)methyl)benzoate

HRID 70461Notes

Reaction equation

HRID 70461 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]2[CH:19]=[CH:18][CH:17]=[CH:16][C:11]=2[C:12]([O:14][CH3:15])=[O:13])=[C:4]([N+:20]([O-])=O)[CH:3]=1.[NH4+].[Cl-]>CO.[Zn]>[NH2:20][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][C:5]=1[S:8][CH2:9][C:10]1[CH:19]=[CH:18][CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 86690996HCID 86690996, compound

Product 1

HCID 82976265Methyl 2-(((2-amino-4-methylphenyl)thio)methyl)benzoateYield 85%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

Following General Procedure L, the title compound (567 mg, 85%) was prepared from methyl 2-(((4-methyl-2-nitrophenyl)thio)methyl)benzoate (741 mg, 2.34 mmol), Zn (3.7 g, 58.44 mmol) and saturated aqueous NH4Cl (1 ml) in MeOH (20 ml).

Sources & evidence

ORD record
ord-8dd9d80091d2474c98d9376f35926bf2
Source dataset
uspto-grants-2014_09
Patent number
US08822530B2

Reaction notes

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