Dimethylformamide → HCID 117770380, compound

HRID 1526348Notes

Reaction equation

HRID 1526348 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[C:4](=[O:15])[C:3]=1[C:16]#[N:17].CN(C)C=O.[Br:23]N1C(=O)CCC1=O>O>[Br:23][C:7]1[C:2]([Cl:1])=[C:3]([C:16]#[N:17])[C:4](=[O:15])[N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[CH:6]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 1177704454-Chloro-1-(2-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

Product 1

HCID 117770380HCID 117770380, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4-chloro-1-(2-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step D of Example (16.4 g) and N,N-dimethylformamide (124 mL) was added N-bromosuccinimide (16.5 g) at 60° C., and the mixture was stirred for 40 hr. The reaction mixture was cooled to room temperature, and poured into water. The resulting solid was collected by filtration, and washed with water to give the title compound (20.9 g).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-834ceb7024294ed79cb281015e82d81a
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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