Trifluoroacetic acid → HCID 178517227, compound

HRID 1461320Notes

Reaction equation

HRID 1461320 reaction equation
[NH2:1][C:2]1[C:11]([NH2:12])=[C:10]([Cl:13])[CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([OH:15])[C:6]([OH:14])=[N:7]2.[F:16][C:17]([F:22])([F:21])[C:18](O)=O>>[Cl:13][C:10]1[CH:9]=[C:8]2[C:3]([N:4]=[C:5]([OH:15])[C:6]([OH:14])=[N:7]2)=[C:2]2[NH:1][C:18]([C:17]([F:22])([F:21])[F:16])=[N:12][C:11]=12

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178507817HCID 178507817, compound

Product 1

HCID 178517227HCID 178517227, compoundYield 68%

Conditions

Temperature
0 °C

Procedure

A mixture of 0,3 g (1,35 mmol) 5,6-diamino-7-chloro-2,3-dihydroxyquinoxaline and 8 ml trifluoroacetic acid was refluxed for 3 h. After cooling to 0° C., the precipitated product was filtered off and washed with ice-cooled trifluoroacetic acid and ether to give 0,28 g (68%) 4-chloro-7,8-dihydroxy-2-trifluoromethyl-1H-imidazo(4,5-f)quinoxaline, m.p.>300° C. NMR (DMSO-d6) 7.10 (1H,s).

Workup

  1. temperaturewas refluxed for 3 h
  2. filtrationthe precipitated product was filtered off
  3. washwashed with ice-
  4. temperaturecooled trifluoroacetic acid and ether

Sources & evidence

ORD record
ord-41202dbe1c134cc59f5b7e2ea7a542d8
Source dataset
uspto-grants-1991_12
Patent number
US05075306

Reaction notes

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