Ethyl 2-chloroacetoacetate → HCID 58504268, compound

HRID 2407831Notes

Reaction equation

HRID 2407831 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](=[S:6])[NH2:5].Cl[CH:13]([C:19]([CH3:21])=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]1[S:6][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:19]([CH3:21])[N:5]=1

Participants

4

Reactant 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 126832122,6-Difluorobenzene-1-carbothioamide

Product 1

HCID 58504268HCID 58504268, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound prepared in Example 344 (50 g) in ethanol (250 mL) was added ethyl 2-chloroacetoacetate (42 mL) at room temperature. The mixture was heated to reflux for 12 hours, cooled and concentrated. The residue was stirred with hexane (250 mL) for 30 minutes, filtered and then washed with hexane (50 mL). The solid was dried to obtain the title compound (48.6 g) having the following physical data.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 12 hours
  3. temperaturecooled
  4. concentrationconcentrated
  5. filtrationfiltered
  6. washwashed with hexane (50 mL)
  7. customThe solid was dried

Sources & evidence

ORD record
ord-2c0077d3c79d4ea28e82c481e9ee2a4e
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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