Triethylamine → HCID 22494948, compound

HRID 1862595Notes

Reaction equation

HRID 1862595 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl-].[N+:7]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[C:18]([O:20][CH3:21])=[O:19])[CH2:13][NH3+:14])([O-:9])=[O:8].C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([NH:14][CH2:13][C:12]1[CH:15]=[CH:16][C:17]([C:18]([O:20][CH3:21])=[O:19])=[C:10]([N+:7]([O-:9])=[O:8])[CH:11]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22494951HCID 22494951, compound

Product 1

HCID 22494948HCID 22494948, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.4 ml (0.244 mol) of methanesulfonyl chloride are metered over 30 minutes with ice-cooling to a solution of 30.1 g (0.122 mol) of 3-nitro-4-methoxycarbonyl-benzylammonium chloride and 34 ml (0.244 mol) of triethylamine in 300 ml of dichloromethane, and stirring of the mixture is continued for one hour. For work-up, the reaction mixture is treated with ice water, the phases are separated, and the aqueous phase is reextracted twice more with dichloromethane. After drying (Na2SO4), filtration and concentration, 31.3 g (89%) of methyl 4-methanesulfonylaminomethyl-2-nitrobenzoate remain as a syrupy oil.

Workup

  1. customthe phases are separated
  2. customAfter drying
  3. filtration(Na2SO4), filtration and concentration, 31.3 g (89%) of methyl 4-methanesulfonylaminomethyl-2-nitrobenzoate

Sources & evidence

ORD record
ord-769a58725df84b6eab717f73373cb4b5
Source dataset
uspto-grants-2003_03
Patent number
US06538150B2

Reaction notes

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