Succinic anhydride → HCID 4025878, compound

HRID 980939Notes

Reaction equation

HRID 980939 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-a5d15fdb7c7a4e8da9a9be54d9cbf5bd
Source dataset
uspto-grants-1987_01
Patent number
US04639529

Reaction notes

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