Diethyl Ether → 3-Methyl-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-

HRID 2210444Notes

Reaction equation

HRID 2210444 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[CH2:12](OCC)[CH3:13]>C(OC(=O)C)(=O)C>[CH3:12][C:13]1[NH:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[S:8](=[O:10])(=[O:9])[N:11]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 109759664-Amino-3-pyridinesulfonamide

Product 1

HCID 103978013-Methyl-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

1 g of 4-aminopyridine-3-sulfonamide (Preparation 2) is maintained for 4-6 hours at reflux in 10 cm3 of acetic anhydride. After cooling, the reaction mixture is treated with 60 cm3 of diethyl ether. The precipitate obtained is filtered, washed with diethyl ether and dried. It is recrystallized from hot water.

Workup

  1. temperatureAfter cooling
  2. customThe precipitate obtained
  3. filtrationis filtered
  4. washwashed with diethyl ether
  5. customdried
  6. customIt is recrystallized from hot water

Sources & evidence

ORD record
ord-c24fff7c439243aab2b23c161ade66df
Source dataset
uspto-grants-1995_10
Patent number
US05459138

Reaction notes

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