Triethylamine → HCID 57476571, compound

HRID 1875932Notes

Reaction equation

HRID 1875932 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[C:14]([NH2:19])[CH:13]=[N:12]2.C(N(CC)CC)C.[C:27](N1C=CC=CC1=O)(N1C=CC=CC1=O)=[S:28]>C(Cl)Cl>[N:19]([C:14]1[CH:13]=[N:12][C:11]2[C:16](=[CH:17][CH:18]=[C:9]([CH3:8])[CH:10]=2)[N:15]=1)=[C:27]=[S:28]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8531621,1'-Thiocarbonyldi-2(1H)-pyridoneHCID 66724598HCID 66724598, compound

Product 1

HCID 57476571HCID 57476571, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-methylquinoxalin-2-amine 2,2,2-trifluoroacetate (546 mg, 2 mmol), triethylamine (243 mg, 2.400 mmol), and 1,1′-thiocarbonyldipyridin-2(1H)-one (557 mg, 2.40 mmol) was stirred in 5 mL DCM for 4 h. The reaction was directly eluted on a 120 g silica gel cartridge with 0 to 25% EtOAc in hexane, 25 min, at 35 mL/min to afford 2-isothiocyanato-6-methylquinoxaline (153 mg, 0.760 mmol, 38% yield).

Workup

  1. washThe reaction was directly eluted on a 120 g silica gel cartridge with 0 to 25% EtOAc in hexane, 25 min, at 35 mL/min

Sources & evidence

ORD record
ord-b728ed58f65543768d3c325778478041
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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