2-Aminoquinoxaline → HCID 178491817, compound

HRID 2259432Notes

Reaction equation

HRID 2259432 reaction equation
[NH2:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O.[F:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=1[C:22]([CH:24]=[O:25])=O>Cl>[F:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=1[C:22]1[C:24](=[O:25])[N:3]2[C:4]3[C:9]([NH:10][CH:11]=[C:2]2[N:1]=1)=[CH:8][CH:7]=[CH:6][CH:5]=3

Participants

4

Reactant 2

HCID 2245732-AminoquinoxalineHCID 19003557HCID 19003557, compound

Product 1

HCID 178491817HCID 178491817, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-aminoquinoxaline (100 mg) and 2-fluoro-5-methoxyphenylglyoxal monohydrate (150 mg) in 5% HCl (6 mL) was heated to 60°-65° C. for 8 h. After cooling the mixture to room temperature the precipitate which had formed during the reaction was collected via suction filtration and washed with 5% HCl (1×) followed by H2O (3×). The product was then washed with methylene chloride and dried. The above procedure provided 2-(2-fluoro-5-methoxyphenyl)-imidazo-[1,2-a]quinoxalin-1(5H)-one (Compound 30) as a brick-red solid, mp 318°-320° C.

Workup

  1. customhad formed during the reaction
  2. filtrationwas collected via suction filtration
  3. washwashed with 5% HCl (1×)
  4. washThe product was then washed with methylene chloride
  5. customdried

Sources & evidence

ORD record
ord-7e1e86bc60bf46fd8bc190ed16e50846
Source dataset
uspto-grants-1995_12
Patent number
US05473073

Reaction notes

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