Beta-Alanine → HCID 20261959, compound

HRID 465164Notes

Reaction equation

HRID 465164 reaction equation
ClC1C=C(Cl)C=CC=1O[C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])[CH:8]=[CH:7][C:6]=1[N+:20]([O-:22])=[O:21].[NH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[N+:20]([C:6]1[CH:7]=[CH:8][C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[CH:10][C:5]=1[NH:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 239Beta-AlanineHCID 11430Potassium CarbonateHCID 181157Benzene, 2,4-bis(2,4-dichlorophenoxy)-1-nitro-

Product 1

HCID 20261959HCID 20261959, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Amounts of 8.90 g of 2,4-bis(2,4-dichlorophenoxy)nitrobenzene, 5.35 g of β-alanine and 11.06 g of K2CO3 were added to 50 ml acetonitrile. The reaction mixture was refluxed for 5 days. After evaporating the solvent the residue was stirred with 150 ml of water and 100 ml of diethylether for 1 hour. The water phase was acidified with conc. hydrochloric acid and extracted with methylene chloride. After drying and evaporating the solvent the organic layer yielded the desired product as a yellow crystalline material; melting-point 115° C.; yield 2.64 g.

Workup

  1. temperatureThe reaction mixture was refluxed for 5 days
  2. customAfter evaporating the solvent the residue
  3. extractionextracted with methylene chloride
  4. customAfter drying
  5. customevaporating the solvent the organic layer

Sources & evidence

ORD record
ord-0024eded3c9443d1bc965aa905a85826
Source dataset
uspto-grants-1985_10
Patent number
US04550205

Reaction notes

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