Hydrochloric Acid → HCID 70621330, compound

HRID 2398571Notes

Reaction equation

HRID 2398571 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:15](=[O:16])[C:14]3=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[CH:5]=1)=C=O.Cl>O1CCOCC1>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:15](=[O:16])[C:14]3=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=[C:13]3[C:12]2=[O:22])[CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86734767HCID 86734767, compound

Product 1

HCID 70621330HCID 70621330, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The mixture of 0.5 g of N-(4-isocyanato-o-tolyl)-4-chlorophthalimide, 25 ml of p-dioxane and 10 ml of N hydrochloric acid is refluxed for 30 minutes and evaporated. The residue is taken up in methylene chloride, the solution washed with cold 5% aqueous sodium carbonate, dried, evaporated and the residue recrystallized from ethyl acetate, to yield the N-(4-amino-o-tolyl)-4-chlorophthalimide melting at 202°-204°.

Workup

  1. temperatureis refluxed for 30 minutes
  2. customevaporated
  3. washthe solution washed with cold 5% aqueous sodium carbonate
  4. customdried
  5. customevaporated
  6. customthe residue recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6232dc39780c428f84ea9de7239f13bb
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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