Triethylamine → HCID 19990409, compound

HRID 346142Notes

Reaction equation

HRID 346142 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([NH:7][C:8](=[O:15])[C:9](=[O:14])[N:10]2[OH:13])=[CH:5][C:4]=1[C:16]([F:19])([F:18])[F:17])#[N:2].C(N(CC)CC)C.[CH2:27]([O:29][C:30](Cl)=[O:31])[CH3:28]>O1CCCC1>[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([NH:7][C:8](=[O:15])[C:9](=[O:14])[N:10]2[O:13][C:30]([O:29][CH2:27][CH3:28])=[O:31])=[CH:5][C:4]=1[C:16]([F:19])([F:17])[F:18])#[N:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 199904677-cyano-1-hydroxy-6-trifluoromethylquinoxaline-2,3(1H,4H)-dione

Product 1

HCID 19990409HCID 19990409, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.4 g (1.48 mmol) 7-cyano-1-hydroxy-6-trifluoromethylquinoxaline-2,3(1H,4H)-dione in 50 ml dry tetrahydrofuran was added 0.2 ml (1.50 mmol) dry triethylamine and 0.15 ml (1.58 mmol) ethylchloroformate. The mixture was refluxed for 45 min., and then evaporated in vacuo. The residue was stirred with water to give 0.46 g (91%) of 7-cyano-1-ethoxycarbonyloxy-6-trifluoromethylquinoxaline-2,3(1H,4H)-dione. M.p. 190° C. decomp. 1H-NMR (DMSO-d6): 8.33 (1H, s), 7.73 (1H, s), 2.9 (2H, q), 1.2 (3H, t).

Workup

  1. temperatureThe mixture was refluxed for 45 min.
  2. customevaporated in vacuo

Sources & evidence

ORD record
ord-940f6f6ed1a84ef5b07880ab70c09957
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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