Ethanethiol → HCID 10638058, compound

HRID 1068656Notes

Reaction equation

HRID 1068656 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:13])[C:8](=[O:12])[NH:9]2)=[C:4]([N+:14]([O-:16])=[O:15])[C:3]=1F.[CH2:18]([SH:20])[CH3:19].[Na]>CS(C)=O.O.Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:13])[C:8](=[O:12])[NH:9]2)=[C:4]([N+:14]([O-:16])=[O:15])[C:3]=1[S:20][CH2:18][CH3:19]

Participants

7

Reactant 3

HCID 6343EthanethiolHCID 5360545SodiumHCID 99927297-Chloro-6-fluoro-1,4-dihydro-5-nitro-2,3-quinoxalinedione

Product 1

HCID 10638058HCID 10638058, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A solution of 7-Chloro-1,4-dihydro-6-fluoro-5-nitroquinoxaline-2,3-dione (0.100 g, 0.385 mmol) and ethanethiol, sodium salt (0.130 g, 1.55 mmol) in DMSO (1.0 mL) was stirred at room temperature for 24 h. The resulting solution was diluted with water (5 mL) and acidified with concd HCl (4-5 drops) to pH ˜5. The precipitated solid was collected by filtration under vacuum, washed with water (10 mL), and dried under vacuum to obtain 0.098 g (84%) pure (HPLC) title compound as a yellow powder; mp darkens at 323° C.; 1H NMR (DMSO-d6) δ 1.04 (t, 3H, J=7.2 Hz), 2.82 (q, 2H, J=7.5 Hz), 7.34 (s, 1H), 12.20 (s, 1H), 12.25 (s, 1H).

Workup

  1. filtrationThe precipitated solid was collected by filtration under vacuum
  2. washwashed with water (10 mL)
  3. customdried under vacuum

Sources & evidence

ORD record
ord-92aa8de77b664bdba67e0a72e7d260d7
Source dataset
uspto-grants-2001_06
Patent number
US06251903B1

Reaction notes

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