Hydrochloric Acid → 7-Methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylic acid 2,2-dioxide

HRID 1747846

Reaction equation

HRID 1747846 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:14]([O:16]CC)=[O:15])[C:5]2[N:10]([CH:11]=1)[CH2:9][CH2:8][S:7](=[O:13])(=[O:12])[N:6]=2.[OH-].[Na+].Cl.O>CO>[CH3:1][C:2]1[CH:3]=[C:4]([C:14]([OH:16])=[O:15])[C:5]2[N:10]([CH:11]=1)[CH2:9][CH2:8][S:7](=[O:12])(=[O:13])[N:6]=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 66748581Ethyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxide

Product 1

HCID 667489647-Methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylic acid 2,2-dioxideYield 83.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxide (106 mg) in methanol (1 ml) was added 1N aqueous sodium hydroxide solution (1 mL), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added 1N hydrochloric acid (1.05 mL) and water (1 mL), and the resulting precipitate was collected by filtration, washed successively with water and a small amount of THF, and dried to give the title compound (79 mg) as a pale-yellow solid.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed successively with water
  3. dry with materiala small amount of THF, and dried

Sources & evidence

ORD record
ord-907a7168000c4361a6eed511ed141b94
Source dataset
uspto-grants-2015_10
Patent number
US09150591B2

Linked notes

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