2-Aminopyridine → HCID 54717105, compound

HRID 1448586Notes

Reaction equation

HRID 1448586 reaction equation
[Br:1][C:2]1[S:18][C:5]2[C:6]([OH:17])=[C:7]([C:13]([O:15]C)=O)[N:8]([CH3:12])[S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[S:18][C:5]2[C:6]([OH:17])=[C:7]([C:13](=[O:15])[NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[N:8]([CH3:12])[S:9](=[O:10])(=[O:11])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 54719505HCID 54719505, compound

Product 1

HCID 54717105HCID 54717105, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

3.54 g. of 6-bromo-4-hydroxy-2-methyl-3-methoxycarbonyl-2H-thieno[2,3-e]-1,2-thiazine-1,1-dioxide are boiled under reflux for 6 hours with 1.42 g. of 2-aminopyridine in 150 ml. of absolute xylene. The reaction mixture is allowed to cool to room temperature. The precipitated crude product is recrystallized from dioxane and 6-bromo-4-hydroxy-2-methyl-3-(2-pyridylcarbamyol)-2H-thieno[2,3-e]-1,2-thiazine-1,1-dioxide having a melting point of 232°-235° is obtained.

Workup

  1. temperatureunder reflux for 6 hours with 1.42 g
  2. customThe precipitated crude product
  3. customis recrystallized from dioxane and 6-bromo-4-hydroxy-2-methyl-3-(2-pyridylcarbamyol)-2H-thieno[2,3-e]-1,2-thiazine-1,1-dioxide having a melting point of 232°-235°
  4. customis obtained

Sources & evidence

ORD record
ord-892dfbd038bb47e8b85a1c66eaa0e809
Source dataset
uspto-grants-1979_12
Patent number
US04180662

Reaction notes

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