Dimethylamine → Methyl 5-[(dimethylamino)sulfonyl]-2-hydroxybenzoate

HRID 1623683Notes

Reaction equation

HRID 1623683 reaction equation
[CH3:1][NH:2][CH3:3].Cl[S:5]([C:8]1[CH:9]=[CH:10][C:11]([OH:18])=[C:12]([CH:17]=1)[C:13]([O:15][CH3:16])=[O:14])(=[O:7])=[O:6]>O.ClCCl>[CH3:1][N:2]([CH3:3])[S:5]([C:8]1[CH:9]=[CH:10][C:11]([OH:18])=[C:12]([CH:17]=1)[C:13]([O:15][CH3:16])=[O:14])(=[O:7])=[O:6]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 12581955Methyl 5-(chlorosulfonyl)-2-hydroxybenzoate

Product 1

HCID 14266919Methyl 5-[(dimethylamino)sulfonyl]-2-hydroxybenzoate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A 33% solution of dimethylamine (1.53 ml, 9.97 mmol) in water was added dropwise to methyl 5-(chlorosulfonyl)-2-hydroxybenzoate (may be prepared as described in Description 60; 500 mg, 2.00 mmol) in dichloromethane (20 ml) at 25° C., and the mixture was allowed to stir at 25° C. for 2 h. The mixture was then concentrated in vacuo to give the yield the title compound as a crude product. 260 mg.

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customto give the

Sources & evidence

ORD record
ord-39e1a3c5d47246f6be75dcb7181b05ac
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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