HCID 21576147, compound → HCID 178456820, compound

HRID 481963Notes

Reaction equation

HRID 481963 reaction equation
[NH:1]1[C:6](=S)[CH2:5][S:4][C:3]2[N:8]=[CH:9][CH:10]=[CH:11][C:2]1=2>C(N)(C)C>[CH:2]([NH:1][C:6]1[CH2:5][S:4][C:3]2[N:8]=[CH:9][CH:10]=[CH:11][C:2]=2[N:1]=1)([CH3:11])[CH3:3]

Participants

3

Reactant 1

HCID 21576147HCID 21576147, compound

Product 1

HCID 178456820HCID 178456820, compound

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

1H-Pyrido[2,3-b][1,4]thiazin-2(3H)-thione (0.5 g) was dissolved in 10 ml of isopropylamine and allowed to stand for 45 min at room temperature. Then the excess of the amine was removed in vacuum and the solid residue was dissolved in 25 ml of ethyl acetate I methanol (4:1), treated with charcoal and filtered through a pad of silica. The filter was eluted with 2×10 ml of ethyl acetate/methanol (4:1). The filtrate was evaporated and the slowly crystallizing residue was triturated with 5 ml of ethyl acetate and then with 3 ml of diethyl ether. The crystals were filtered off and dried to give the title compound; m.p. 135°-139° C. (Compound VII).

Workup

  1. customThen the excess of the amine was removed in vacuum
  2. dissolutionthe solid residue was dissolved in 25 ml of ethyl acetate I methanol (4:1)
  3. additiontreated with charcoal
  4. filtrationfiltered through a pad of silica
  5. washThe filter was eluted with 2×10 ml of ethyl acetate/methanol (4:1)
  6. customThe filtrate was evaporated
  7. customthe slowly crystallizing residue was triturated with 5 ml of ethyl acetate
  8. filtrationThe crystals were filtered off
  9. customdried

Sources & evidence

ORD record
ord-1fe970c607a844ddaf91457448394d36
Source dataset
uspto-grants-1998_08
Patent number
US05792764

Reaction notes

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