Tripropylamine → HCID 13385691, compound

HRID 1731913Notes

Reaction equation

HRID 1731913 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[C:12]([CH2:15][CH3:16])=[N:13][N:14]=[C:7]1[C:6](O)=[N:5]2.P(Cl)(Cl)([Cl:20])=O.C(N(CCC)CCC)CC>>[Cl:20][C:6]1[C:7]2[N:8]([C:12]([CH2:15][CH3:16])=[N:13][N:14]=2)[C:9]2[C:4]([N:5]=1)=[CH:3][C:2]([Cl:1])=[CH:11][CH:10]=2

Participants

4

Reactant 3

HCID 7616TripropylamineHCID 24813Phosphorus oxychlorideHCID 178437924HCID 178437924, compound

Product 1

HCID 13385691HCID 13385691, compound

Procedure

In a flame-dried reaction flask under a dry nitrogen atmosphere, there were placed 5.1 g. (0.02 mole) of 7-chloro-1-ethyl-4-hydroxy-[1,2,4]triazolo[4,3-a]quinoxaline and 75 ml. of phosphorus oxychloride together with 5 ml. of tri-n-propylamine. The reaction mixture was then refluxed overnight for approximately 16 hours and finally cooled to room temperature prior to being slowly poured over ice/water. The resulting aqueous mixture was next stirred at room temperature for 15 minutes and filtered, and the solid product so obtained was subsequently washed with cold water and air-dried to constant weight to ultimately afford 4.2 g. (79%) of pure 4,7-dichloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline, m.p. 217°-220° C. (decomp.). Mass Spectrum: m/e, 266 (P); m/e, 268 (P+2); m/e, 265 (P-1).

Workup

  1. customIn a flame-dried reaction flask under a dry nitrogen atmosphere
  2. temperatureThe reaction mixture was then refluxed overnight for approximately 16 hours
  3. filtrationfiltered
  4. customthe solid product so obtained
  5. washwas subsequently washed with cold water
  6. customair-dried to constant weight to ultimately afford 4.2 g

Sources & evidence

ORD record
ord-0676ad43b76f4567981ec55b221df9be
Source dataset
uspto-grants-1986_11
Patent number
US04623725

Reaction notes

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