Hydrochloric Acid → 2-(4-Methyl-3-methanesulfonylaminophenoxy)-acetimidic acid ethyl ester hydrochloride

HRID 1106717Notes

Reaction equation

HRID 1106717 reaction equation
[C:1]([CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:16])=[C:9]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:10]=1)#[N:2].[ClH:17].[CH2:18]([OH:20])[CH3:19]>ClCCl>[ClH:17].[CH2:18]([O:20][C:1](=[NH:2])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:16])=[C:9]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:10]=1)[CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 18789597N-(5-cyanomethoxy-2-methylphenyl)-methanesulfonamide

Product 1

HCID 693516472-(4-Methyl-3-methanesulfonylaminophenoxy)-acetimidic acid ethyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(5-Cyanomethoxy-2-methylphenyl)-methanesulfonamide (3.48 g) was dissolved in a mixture of 70 ml of dichloromethane and 3.5 ml of ethanol. The reaction mixture was cooled in an ice bath, saturated with hydrogen chloride gas (Matheson, Newark, Calif.), and slowly allowed to come to room temperature and kept there for 16 hours. The solvent was evaporated leaving 5.2 g of 2-(4-methyl-3-methanesulfonylaminophenoxy)-acetimidic acid ethyl ester hydrochloride. ##STR77##

Workup

  1. customto come to room temperature
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-c4f77a55ac6245baaf763bafcae6900a
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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