Propionic anhydride → 6-chloro-2-ethyl-1H-imidazo[4,5-b]quinoxaline

HRID 2397546

Reaction equation

HRID 2397546 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH2:12])[C:6]([NH2:13])=[N:5]2.[C:14](OC(=O)CC)(=O)[CH2:15][CH3:16]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]1[NH:12][C:14]([CH2:15][CH3:16])=[N:13][C:6]1=[N:5]2

Participants

4

Reactant 2

HCID 31263Propionic anhydrideHCID 125173906-Chloroquinoxaline-2,3-diamine

Product 1

HCID 1784375416-chloro-2-ethyl-1H-imidazo[4,5-b]quinoxaline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Four parts of 6-chloro-2,3-diaminoquinoxaline was combined with 3 parts of propionic anhydride in 2 parts of tetrahydrofuran. The mixture was heated for three hours during which time a thick slurry formed. The solid was collected from the hot mixture by filtration and washed twice with two parts of tetrahydrofuran. The gray solid was air-dried to give four parts of 6-chloro-2-ethyl-1H-imidazo[4,5-b]quinoxaline, m.p. 298°-300°.

Workup

  1. temperatureThe mixture was heated for three hours during which time a thick slurry
  2. customformed
  3. filtrationThe solid was collected from the hot mixture by filtration
  4. washwashed twice with two parts of tetrahydrofuran
  5. customThe gray solid was air-dried

Sources & evidence

ORD record
ord-9e35a6b9f5a54dd29f6ad807ad3dde7b
Source dataset
uspto-grants-1977_05
Patent number
US04022777

Linked notes

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