Chloroacetone → HCID 86722233, compound

HRID 869385Notes

Reaction equation

HRID 869385 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([OH:10])[CH:5]=[CH:4][C:3]=1[O:11][C:12](=[O:14])[CH3:13].Cl[CH2:16][C:17](=[O:19])[CH3:18].C([O-])([O-])=O.[K+].[K+]>CC#N>[C:17]([C:18]1[O:10][C:6]2[CH:5]=[CH:4][C:3]([O:11][C:12]([CH3:13])=[O:14])=[C:2]([Cl:1])[C:7]=2[C:8]=1[NH2:9])(=[O:19])[CH3:16]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 86722231HCID 86722231, compound

Product 1

HCID 86722233HCID 86722233, compoundYield 107.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 7D (2.2 g, 10.4 mmol) in MeCN (20 mL) was added 1-chloro-propan-2-one (1.25 g, 13.52 mmol, 1.3 eq), followed by K2CO3 (1.868 g, 13.52 mmol, 1.3 eq). The mixture was stirred at 90° C. for 40 min. TLC monitored the reaction. After the reaction completed, the mixture was quenched with water (100 mL) The white solids were precipitated out and collected by filtration and dried to give product 7E (3 g, 100% yield).

Workup

  1. customthe reaction
  2. customthe mixture was quenched with water (100 mL) The white solids
  3. customwere precipitated out and
  4. filtrationcollected by filtration
  5. customdried

Sources & evidence

ORD record
ord-eaf2dc350b7b41b8a91f0b0a09312eeb
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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