Reaction #161766

ord-c07db21c58be42b78949ab930e4c0d28

Reaction equation

COC(=O)c1cc(Cl)nc(NS(C)(=O)=O)c1
methyl 2-chloro-6-methanesulphonylamino-isonicotinate
[Li+].[OH-]
lithium hydroxide
Cl
hydrochloric acid
→
CS(=O)(=O)Nc1cc(C(=O)O)cc(Cl)n1
2-chloro-6-methanesulphonylamino-isonicotinic acid

Reactants

COC(=O)c1cc(Cl)nc(NS(C)(=O)=O)c1
methyl 2-chloro-6-methanesulphonylamino-isonicotinate
[Li+].[OH-]
lithium hydroxide
Cl
hydrochloric acid

Reagents

None

Solvents

C1CCOC1
tetrahydrofuran
O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherevaporated down
  2. 2
    OtherThe product was reacted without further purification

Procedure

0.29 g (1.1 mmol) methyl 2-chloro-6-methanesulphonylamino-isonicotinate in 5.0 mL tetrahydrofuran and 1 mL water were mixed with 79 mg (3.3 mmol) lithium hydroxide and stirred overnight at RT. The reaction mixture was acidified with 1M aqueous hydrochloric acid and evaporated down. The product was reacted without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08829006B2uspto-grants-2014_09