Pyridine → HCID 20341563, compound

HRID 1701465Notes

Reaction equation

HRID 1701465 reaction equation
[N:1]1C=CC=CC=1.[Cl:7][CH2:8][CH2:9][C:10]([N:12]=[C:13]=[O:14])=[O:11].Cl.N[CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:25])[C:22]([CH3:24])=[CH2:23]>CN(C)C=O>[Cl:7][CH2:8][CH2:9][C:10]([N:12]([CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:25])[C:22]([CH3:24])=[CH2:23])[C:13]([NH2:1])=[O:14])=[O:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 103750052-Propenamide, N-(3-aminopropyl)-2-methyl-, hydrochloride (1:1)HCID 135723743-Chloropropanoyl isocyanate

Product 1

HCID 20341563HCID 20341563, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Pyridine (7.9 g, 0.1 mole) was added dropwise to a mixture of β-chloropropionylisocyanate (13.3 g, 0.1 mole) and N-(3-aminopropyl)methacrylamide hydrochloride (17.8 g, 0.1 mole) in N,N-dimethylformamide (80 ml) at 0° C. The mixture was left to stir overnight at ambient temperature. This mixture was then poured onto ice, and the product filtered. Recrystallization from absolute ethanol (400 ml) gave 1-(3-chloropropionyl)-3-methacrylamidopropyl urea, mp 131°-2° C.

Workup

  1. waitThe mixture was left
  2. additionThis mixture was then poured onto ice
  3. filtrationthe product filtered
  4. customRecrystallization from absolute ethanol (400 ml)

Sources & evidence

ORD record
ord-634c1f53249d4e48851edfde76aaa31b
Source dataset
uspto-grants-1980_03
Patent number
US04193795

Reaction notes

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