Phthalic Anhydride → HCID 13827953, compound

HRID 236390Notes

Reaction equation

HRID 236390 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][NH2:10])[C:5]([Cl:11])=[C:4]([Cl:12])[C:3]=1[CH2:13][NH2:14].[C:15]1(=[O:25])O[C:18](=[O:19])[C:17]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]12>CN1CCCC1=O>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][N:10]2[C:18](=[O:19])[C:17]3=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]3[C:15]2=[O:25])[C:5]([Cl:11])=[C:4]([Cl:12])[C:3]=1[CH2:13][N:14]1[C:15](=[O:25])[C:16]2=[CH:24][CH:23]=[CH:22][CH:21]=[C:17]2[C:18]1=[O:19]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 904712,3,5,6-Tetrachloro-p-xylene-alpha,alpha'-diamine

Product 1

HCID 13827953HCID 13827953, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a 3 liter, round-bottom flask equipped with a heating mantle, mechanical stirrer, thermometer, nitrogen inlet and condenser, 137 gms (0.5 mole) of 2,3,5,6-tetrachloro-p-xylylenediamine was dissolved at room temperature in 1 liter N-methyl-2-pyrrolidone (NMP). While stirring, 150 gms (1.0 mole) solid phthalic anhydride was added, the temperature rising to 47° C. The resulting greenish solution was heated to 180°-185° C. for 30 minutes, after which period crystallization took place. The hot mixture was poured into a 2 liter beaker when mass crystallization occurred.

Workup

  1. customIn a 3 liter, round-bottom flask equipped with a heating mantle, mechanical stirrer
  2. customrising to 47° C
  3. temperatureThe resulting greenish solution was heated to 180°-185° C. for 30 minutes
  4. customafter which period crystallization
  5. additionThe hot mixture was poured into a 2 liter beaker when mass crystallization

Sources & evidence

ORD record
ord-ba79445c5e674505b9321adf82818711
Source dataset
uspto-grants-1987_02
Patent number
US04644066

Reaction notes

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