Phthalic Anhydride → HCID 16654924, compound

HRID 1492922Notes

Reaction equation

HRID 1492922 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.Cl.[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH2:19].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6]

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 8471TriethylamineHCID 189498945-Chloropentan-1-aminato(4-)--hydrogen chlorido(4-) (1/1)

Product 1

HCID 16654924HCID 16654924, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 20.6 g (0.139 mole) of phthalic anhydride, 20 g (0.126 mole) of 5-chloropentylamine hydrochloride and 17.6 ml (0.126 mole) of triethylamine in 250 ml of toluene was heated to 130° C. for 4 hours. The obtained mixture was evaporated to dryness. The residue was taken up into 200 ml of water and extracted with ethyl acetate. The phases were separated and the organic phase was dried over sodium sulfate and evaporated to dryness. From the crude product, 23 g of the title product were obtained as an oil having the following characteristics:

Workup

  1. customThe obtained mixture was evaporated to dryness
  2. extractionextracted with ethyl acetate
  3. customThe phases were separated
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-8116affbaa734cef96d8a0e07d2b2bf2
Source dataset
uspto-grants-1994_12
Patent number
US05376673

Reaction notes

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