1,3-Dichloroacetone → HCID 68089252, compound

HRID 1771981Notes

Reaction equation

HRID 1771981 reaction equation
[CH3:1][C:2]1[C:3]([NH2:9])=[N:4][C:5]([CH3:8])=[CH:6][N:7]=1.[Cl:10][CH2:11][C:12](=O)[CH2:13]Cl>CCO>[Cl:10][CH2:11][C:12]1[N:9]=[C:3]2[C:2]([CH3:1])=[N:7][CH:6]=[C:5]([CH3:8])[N:4]2[CH:13]=1

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 132615003,6-Dimethylpyrazin-2-amine

Product 1

HCID 68089252HCID 68089252, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3,6-dimethylpyrazin-2-amine (1.0 g, 8.1 mmol) in EtOH (20 mL) was added 1,3-dichloropropan-2-one (1.03 g, 8.1 mmol). The reaction mixture was stirred at reflux for 1 h. Then the solvent was removed. The product was purified by reverse column chromatography to give the title compound as a brown solid (570 mg, yield 85%). ESI MS: m/z 196 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 8.10 (s, 1H), 7.65 (s, 1H), 4.94 (s, 2H), 2.70 (s, 3H), 2.54 (s, 3H).

Workup

  1. temperatureat reflux for 1 h
  2. customThen the solvent was removed
  3. customThe product was purified by reverse column chromatography

Sources & evidence

ORD record
ord-f35d9c37ca544d8785c0adf4c29f3cd9
Source dataset
uspto-grants-2016_02
Patent number
US09249162B2

Reaction notes

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