Succinic anhydride → HCID 4025878, compound

HRID 569244Notes

Reaction equation

HRID 569244 reaction equation
[CH:1](=[N:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(=[O:22])[O:21][C:19](=[O:20])[CH2:18][CH2:17]1>CC1C=CC=CC=1C>[CH2:1]([N:8]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:18]([C:19]([OH:21])=[O:20])[CH2:17][C:16]1=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 95831Benzenemethanamine, N-(phenylmethylene)-

Product 1

HCID 4025878HCID 4025878, compoundYield 34.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Benzylidene-benzylamine [145.5 gm., 0.75 mole] and succinic anhydride [74.5 gm., 0.745 mole] were refluxed with o-xylene [750 ml.] for 12 hours. The solid, formed upon cooling to room temperature, was filtered, washed with ethanol and air dried. The solid was recrystallized from ethanol to give white needles of the title compound [76.0 gm., 34% yield]. After drying under vacuum and over boiling xylene the solid had a melting point of 169°-171° C.

Workup

  1. customThe solid, formed
  2. filtrationwas filtered
  3. washwashed with ethanol and air
  4. customdried
  5. customThe solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-aeea2deb25a04cd3bbce585885831571
Source dataset
uspto-grants-1988_03
Patent number
US04731457

Reaction notes

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