Morpholine → Methyl 2-hydroxy-5-(4-morpholinylsulfonyl)benzoate

HRID 1623686Notes

Reaction equation

HRID 1623686 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[S:8]([C:11]1[CH:12]=[CH:13][C:14]([OH:21])=[C:15]([CH:20]=1)[C:16]([O:18][CH3:19])=[O:17])(=[O:10])=[O:9]>ClCCl>[OH:21][C:14]1[CH:13]=[CH:12][C:11]([S:8]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)(=[O:10])=[O:9])=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 12581955Methyl 5-(chlorosulfonyl)-2-hydroxybenzoate

Product 1

HCID 14266921Methyl 2-hydroxy-5-(4-morpholinylsulfonyl)benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

Morpholine (174 mg, 2.00 mmol) was added dropwise to methyl 5-(chlorosulfonyl)-2-hydroxybenzoate (may be prepared as described in Description 63; 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 yield the crude title compound. 350 mg.

Workup

  1. concentrationThe mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-94b2a88c306e46999405c3ed3e01ce97
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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