Stannous chloride dihydrate → HCID 53974344, compound

HRID 1857421Notes

Reaction equation

HRID 1857421 reaction equation
[Cl:1][C:2]1[C:3]([C:17]#[N:18])=[C:4]2[C:9](=[CH:10][C:11]=1[N+:12]([O-])=O)[NH:8][C:7](=[O:15])[C:6](=[O:16])[NH:5]2.O.O.[Sn](Cl)Cl>C(O)C>[NH2:12][C:11]1[CH:10]=[C:9]2[C:4]([NH:5][C:6](=[O:16])[C:7](=[O:15])[NH:8]2)=[C:3]([C:17]#[N:18])[C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 21189950HCID 21189950, compound

Product 1

HCID 53974344HCID 53974344, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 6-chloro-5-cyano-7-nitroquinoxaline-2(1H),3(4H)-dione (0.100 g, 0.38 mmol, as prepared above) and tin (II) chloride dihydrate (0.508 g, 2.25 mmol, Aldrich) in ethanol (4.0 mL) was refluxed for 24 h. The resulting suspension was then cooled to room temperature and the yellow solid was filtered, washed with ethanol (2.0 mL), and dried under vacuum to obtain 0.078 g (88%) of 7-amino-6-chloro-5-cyanoquinoxaline-2(1H),3(4H)-dione as a yellow powder; 1H NMR (DMSO-d6): δ 5.762 (br s, 2H), 6.818 (s, 1H), 11.69 (s, 1H), 12.03 (s, 1H).

Workup

  1. temperaturewas refluxed for 24 h
  2. filtrationthe yellow solid was filtered
  3. washwashed with ethanol (2.0 mL)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-5012a9a8a9714935a1a21b12b5ae0193
Source dataset
uspto-grants-2000_11
Patent number
US06147075

Reaction notes

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