HCID 23186993, compound → 7-Methyl-2,3-dioxo-1,2,3,4-tetrahydrothieno[2,3-b]pyrazine-6-carboxylic acid

HRID 1974963Notes

Reaction equation

HRID 1974963 reaction equation
C([O:3][C:4]([C:6]1[S:16][C:9]2[NH:10][C:11](=[O:15])[C:12](=[O:14])[NH:13][C:8]=2[C:7]=1[CH3:17])=[O:5])C>[OH-].[Na+]>[C:4]([C:6]1[S:16][C:9]2[NH:10][C:11](=[O:15])[C:12](=[O:14])[NH:13][C:8]=2[C:7]=1[CH3:17])([OH:5])=[O:3]

Participants

3

Reactant 1

HCID 23186993HCID 23186993, compound

Product 1

HCID 191007897-Methyl-2,3-dioxo-1,2,3,4-tetrahydrothieno[2,3-b]pyrazine-6-carboxylic acidYield 54.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

6-Ethoxycarbonyl-7-methylthieno[2,3-b]pyrazine-2,3-(1H,4H)-dione (60 mg, 0.236 mmol) was warmed in 1 M NaOH (0.944 ml) at 50° C. under stirring for 8 hours. The mixture was filtrated and acidified with 2 M HCl (1.0 ml) under cooling in an ice bath. The precipitate was filtered off, washed with water and dried to afford 29 mg (54%) of the title compound. M.p. 289°-294° C. 1H-NMR (DMSO-D6, δ): 2.45 (s, 3H), 11.96 (s, 1H), 12.45 (s, 1H), 12.96 (s, 1H).

Workup

  1. filtrationThe mixture was filtrated
  2. temperatureunder cooling in an ice bath
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-cd3b5d54714b4a0a94bcd13e614f41db
Source dataset
uspto-grants-1994_02
Patent number
US05284847

Reaction notes

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