Benzylamine → HCID 13362000, compound

HRID 569250Notes

Reaction equation

HRID 569250 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][O:3][CH2:2]1.[CH2:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C(C)=CC=CC=1>[CH2:9]([N:16]1[C:5](=[O:6])[CH2:4][O:3][CH:2]([C:1]([OH:7])=[O:8])[CH:9]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 782321,4-Dioxane-2,6-dione

Product 1

HCID 13362000HCID 13362000, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
0 °C

Procedure

9.86 g (0.085 mole) of diglycolic anhydride and 16.5 g of Schiff base (0.085 mole), prepared from benzyldehyde and benzylamine, are refluxed at 140° C. in 220 ml of xylene for 6 hr. After cooling to 0° C. the solid is collected and washed with ether: 14.5 g (54%) mp 170°-9° C. Recrystallization from methylenechloride (little) and ether gave 11.3 g (43%) of title compound mp 177°-81° C.

Workup

  1. customis collected
  2. washwashed with ether
  3. customRecrystallization from methylenechloride (little) and ether

Sources & evidence

ORD record
ord-607a67c99e20479c807d175f10cd7f70
Source dataset
uspto-grants-1988_03
Patent number
US04731457

Reaction notes

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