Potassium Carbonate → HCID 86614805, compound

HRID 2261501Notes

Reaction equation

HRID 2261501 reaction equation
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].Cl.[NH2:7][C@H:8]([C:14]([NH2:16])=[O:15])[CH2:9][CH2:10][C:11](=[O:13])[NH2:12].C(=O)([O-])[O-].[K+].[K+].N[C@H](C(N)=O)CCC(=O)N>O.C(OCC)C>[C:1]([NH:16][C:14](=[O:15])[C@H:8]([CH2:9][CH2:10][C:11](=[O:13])[NH2:12])[NH2:7])(=[O:4])[CH:2]=[CH2:3]

Participants

7

Reactant 4

HCID 11430Potassium Carbonate2×HCID 13140Acryloyl chlorideHCID 445691GlutamamideHCID 56777377HCID 56777377, compound

Product 1

HCID 86614805HCID 86614805, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

A 5 ml portion of acrylic acid chloride and 200 ml of diethyl ether were put into a 500 ml capacity eggplant type flask and stirred on an ice bath. Next, 2 g of glutamineamide hydrochloride (mfd. by Kokusan Kagaku) was dissolved in 25 ml of deionized water, and 3 g of potassium carbonate was dissolved in 25 ml of deionized water. The glutamineamide aqueous solution was mixed with the potassium carbonate aqueous solution. The mixed liquid was added dropwise into the eggplant type flask spending 10 minutes while stirring constantly, and the mixture after completion of the dropwise addition was stirred for 24 hours. Diethyl ether layer in the thus obtained reaction liquid was discarded, and the water layer was concentrated at 25° C. under a reduced pressure. A 500 ml portion of acetone was added to the thus obtained residue and stirred for 1 hour. The insoluble solids were removed by suction filtration. By recrystallizing from the acetone layer, 0.25 g of colorless crystals were obtained.

Workup

  1. additionThe mixed liquid was added dropwise into the eggplant type flask
  2. stirringwhile stirring constantly
  3. additionthe mixture after completion of the dropwise addition
  4. stirringwas stirred for 24 hours
  5. concentrationthe water layer was concentrated at 25° C. under a reduced pressure
  6. additionA 500 ml portion of acetone was added to the thus obtained residue
  7. stirringstirred for 1 hour
  8. customThe insoluble solids were removed by suction filtration
  9. customBy recrystallizing from the acetone layer

Sources & evidence

ORD record
ord-0822317c3b2c46ce8001e41701367fd1
Source dataset
uspto-grants-2010_12
Patent number
US07847047B2

Reaction notes

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