Chlorosuccinimide → HCID 57855912, compound

HRID 2039602Notes

Reaction equation

HRID 2039602 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[NH2:15])[N:11]=[CH:10][CH:9]=[N:8]2)=[O:4].[Cl:16]N1C(=O)CCC1=O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([Cl:16])[C:14]=1[NH2:15])[N:11]=[CH:10][CH:9]=[N:8]2)=[O:4]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 57855913HCID 57855913, compound

Product 1

HCID 57855912HCID 57855912, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

2.07 g (10.2 mmol) 7-amino-quinoxaline-6-carboxylic acid methyl ester and 1.36 g (10.2 mmol) N-chloro-succinimide is suspended in 5 ml DMF and heated at a temperature of 95° C. during 30 min. After cooling, the mixture is poured into 150 ml ice water. The mixture is stirred 15 min and filtered. The compound is dried and crystallised in hexane to give 2.15 g (88%) of the title compound. m.p.: 182-184° C.

Workup

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customThe compound is dried
  4. customcrystallised in hexane

Sources & evidence

ORD record
ord-aad165d4ce594d5fbf5335832c2da689
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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