Sulfuryl chloride → HCID 19100775, compound

HRID 1974974Notes

Reaction equation

HRID 1974974 reaction equation
[CH2:1]([C:3]1[C:11]2[NH:10][C:9](=[O:12])[C:8](=[O:13])[NH:7][C:6]=2[S:5][CH:4]=1)[CH3:2].S(Cl)([Cl:17])(=O)=O>C(O)(=O)C>[Cl:17][C:4]1[S:5][C:6]2[NH:7][C:8](=[O:13])[C:9](=[O:12])[NH:10][C:11]=2[C:3]=1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 19100809HCID 19100809, compound

Product 1

HCID 19100775HCID 19100775, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 7-ethylthieno[2,3-b]pyrazine-2,3(1H,4H)-dione (1.0 g, 5.1 mmol) in 250 ml of acetic acid was stirred in a dry nitrogen atmosphere and sulphuryl chloride (0.41 ml, 5.1 mmol) was added dropwise. Stirring was continued for 1 h, the precipitate was filtered off, washed with water and dried at 100° C. under reduced pressure (30 Torr). Yield 0.77 g (65%) of the title compound. M.p. 282°-284° C. 1H-NMR (DMSO-D6, δ): 1.05 (t, 3H), 2.65 (q, 2H), 12.02 (s, 1H), 12.19 (s, 1H).

Workup

  1. additionwas added dropwise
  2. filtrationthe precipitate was filtered off
  3. washwashed with water
  4. customdried at 100° C. under reduced pressure (30 Torr)

Sources & evidence

ORD record
ord-c6a6d69bb1db4745a6c36efe9637d7d3
Source dataset
uspto-grants-1994_02
Patent number
US05284847

Reaction notes

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