Ammonia → 10H-Pyrazino[2,3-b][1,4]benzothiazine-8-methanol

HRID 1059303Notes

Reaction equation

HRID 1059303 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[S:10][C:11]1[C:16](Cl)=[N:15][CH:14]=[CH:13][N:12]=1)[CH2:5][OH:6].Cl.N>CO>[N:15]1[C:16]2[NH:1][C:2]3[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=3[S:10][C:11]=2[N:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 235641353-Amino-4-[(3-chloropyrazin-2-yl)thio]benzyl alcohol

Product 1

HCID 1094429210H-Pyrazino[2,3-b][1,4]benzothiazine-8-methanolYield 96.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1.47 g of 3-amino-4-[(3-chloropyrazin-2-yl)thio]benzyl alcohol were added 20 ml of methanol and 0.45 ml of conc. hydrochloric acid and the resulting mixture was heated under reflux for 30 minutes. Then the reaction mixture was made alkaline by adding ice-water and aqueous ammonia. The precipitate was collected by filtration and dried to thereby give 1.23 g of the title compound as yellow crystals.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. filtrationThe precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-b7887816f108477fa3562fcf3a99e0b5
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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