Ammonia → Methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate

HRID 2167432Notes

Reaction equation

HRID 2167432 reaction equation
[NH3:1].[Cl:2][C:3]1[C:12]([C:13](Cl)=[O:14])=[C:11]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]>O1CCOCC1>[NH2:1][C:13]([C:12]1[C:3]([Cl:2])=[C:4]([CH:9]=[CH:10][C:11]=1[S:16]([CH3:19])(=[O:18])=[O:17])[C:5]([O:7][CH3:8])=[O:6])=[O:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18517408Methyl 2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate

Product 1

HCID 22114953Methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ammonia was passed for 2 hours into a solution of 15.0 g (48 mmol) of methyl 2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate and 300 ml of dry dioxane. The precipitate formed was filtered off with suction and the filtrate was concentrated. This gave 15.2 g of methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate in quantitative yield.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off with suction
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b8165133d8d941fd944499c51ecbe846
Source dataset
uspto-grants-2015_06
Patent number
US09045465B1

Reaction notes

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