2,4-Dichlorobenzylidenemalononitrile → HCID 4281842, compound

HRID 1094046Notes

Reaction equation

HRID 1094046 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:3]=1[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7].[NH2:15][C:16]1[N:21]([CH3:22])[C:20](=[O:23])[N:19]([CH3:24])[C:18](=[O:25])[CH:17]=1>C(O)CC>[NH2:9][C:8]1[C:5]([C:6]#[N:7])=[C:4]([C:3]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:2]=2[Cl:1])[C:17]2[C:18](=[O:25])[N:19]([CH3:24])[C:20](=[O:23])[N:21]([CH3:22])[C:16]=2[N:15]=1

Participants

4

Reactant 2

HCID 180892,4-DichlorobenzylidenemalononitrileHCID 811526-Amino-1,3-dimethyluracil

Product 1

HCID 4281842HCID 4281842, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A mixture of 1a (150 mg, 0.6 mmol) and 6-amino-1,3-dimethyl uracil (200 mg, 1.2 mmol) in propanol (5 ml) was refluxed overnight, concentrated, redissolved in DCM, washed with 5% aqueous HCl, water, dried over Na2SO4, and concentrated to give the crude product 7-amino-5-(2,4-dichlorophenyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile (1b).

Workup

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated
  3. dissolutionredissolved in DCM
  4. washwashed with 5% aqueous HCl, water
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-258f7829dc6c499f9ae1a963b90ac3fa
Source dataset
uspto-grants-2012_03
Patent number
US08133898B2

Reaction notes

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