Chloramben → Chloramben-methyl

HRID 330863

Reaction equation

HRID 330863 reaction equation
[Cl:1][C:2]1[C:10]([NH2:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:13][Si](C=[N+]=[N-])(C)C>CC(C)=O.CCCCCC>[Cl:1][C:2]1[C:10]([NH2:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([O:6][CH3:13])=[O:5]

Participants

5

Reactant 2

HCID 8630ChlorambenHCID 167693Trimethylsilyldiazomethane

Product 1

HCID 23714Chloramben-methyl

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8058HexaneSolvent

Procedure

2,5-Dichloro-3-aminobenzoic acid, 206 mg (1.0 mmol), was dissolved in 4 ml of acetone, and 0.7 ml (1.4 mmol) of 2.0 M trimethylsilyl diazomethane solution in hexane was added to the solution. The mixture was stirred at room temperature for 1.5 hours. The solvent was removed by distillation to give methyl 2,5-dichloro-3-aminobenzoate.

Workup

  1. customThe solvent was removed by distillation

Sources & evidence

ORD record
ord-e167f426c982480f95805ef1e8a63f99
Source dataset
uspto-grants-2014_11
Patent number
US08877739B2

Linked notes

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