Ethanol → HCID 86749109, compound

HRID 129449Notes

Reaction equation

HRID 129449 reaction equation
Cl[CH:2]1[C:14]2[NH:13][C:12](=O)[C:11](=O)[NH:10][C:9]=2[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[CH2:17]([OH:19])[CH3:18]>>[CH2:17]([O:19][CH:2]1[C:14]2[C:9](=[N:10][CH:11]=[CH:12][N:13]=2)[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2)[CH3:18]

Participants

3

Reactant 2

HCID 702EthanolHCID 19035982HCID 19035982, compound

Product 1

HCID 86749109HCID 86749109, compoundYield 25%

Procedure

9-Chloro-9H-indeno[1,2-b]pyrazine-2,3(1H,4H)-dione (0.50 g, 2.13 mmol) was refluxed in 25 ml dry ethanol for 7 hours. The mixture was evaporated to few ml and the precipitate was filtered off, washed with ethanol and dried to give 0.229 g of the crude compound, which was recrystallized from acetic acid-water to yield 0.131 g (25%) of the title compound. M.p. >300° C. 1H-NMR (DMSO-d6, δ): 1.1 (t, 3H), 3.25 (dq, 1H), 3.43 (dq, 1H), 5.22 (s, 1H), 7.17 (t, 1H), 7.33 (t, 1H), 7.42 (d, 1H), 7.51 (d, 1H), 12.1 (s, 1H), 12.31 (s, 1 H).

Workup

  1. customThe mixture was evaporated to few ml
  2. filtrationthe precipitate was filtered off
  3. washwashed with ethanol
  4. customdried
  5. customto give 0.229 g of the crude compound, which
  6. customwas recrystallized from acetic acid-water

Sources & evidence

ORD record
ord-fbb53f7276da42d5a428ca03e14430e1
Source dataset
uspto-grants-1995_11
Patent number
US05468748

Reaction notes

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