Sodium Carbonate → ACRYLAMIDO BUFFER

HRID 1589240Notes

Reaction equation

HRID 1589240 reaction equation
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[CH3:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.CN1CCNCC1.C(Cl)Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[C:1]([N:10]1[CH2:11][CH2:12][N:7]([CH3:6])[CH2:8][CH2:9]1)(=[O:4])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 13140Acryloyl chlorideHCID 531671-MethylpiperazineHCID 86740651HCID 86740651, compound

Product 1

HCID 13742939ACRYLAMIDO BUFFER

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of acryloyl chloride (102.0 g, 1.13 moles) in methylene chloride (100 ml) was added dropwise into a solution of N-methyl piperazine (86.0 g, 0.86 moles) in methylene chloride (450 ml) over a period of one hour. During the addition, the temperature of the N-methyl piperazine/methylene chloride solution was kept below 25° C. After the addition was complete, the reaction mixture was stirred at room temperature for two hours. The reaction mixture was neutralized with 260 g of 17% sodium carbonate solution. The organic layer containing the crude product was separated from the aqueous layer via a separatory funnel. The aqueous layer was washed well with methylene chloride. Combination of the organic phases and rotoevaporation of the solvent yielded 100.0 grams of crude product. Distillation of the crude product yielded a fraction (74°-78° C.,/5 mm Hg) that was >98.0% pure by G.C. analysis. 13C NMR and IR analysis gave spectra consistent with the title compound.

Workup

  1. additionDuring the addition
  2. customwas kept below 25° C
  3. additionAfter the addition
  4. customwas separated from the aqueous layer via a separatory funnel
  5. washThe aqueous layer was washed well with methylene chloride
  6. customCombination of the organic phases and rotoevaporation of the solvent yielded 100.0 grams of crude product
  7. distillationDistillation of the crude product
  8. customyielded a fraction (74°-78° C.,/5 mm Hg) that

Sources & evidence

ORD record
ord-7b770ea69a174cbbb62375f9c58826fb
Source dataset
uspto-grants-1986_02
Patent number
US04568721

Reaction notes

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