Phthalic Anhydride → HCID 3132071, compound

HRID 1589191Notes

Reaction equation

HRID 1589191 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[N:12]1([CH2:17][CH2:18][CH2:19][NH2:20])[CH:16]=[CH:15][N:14]=[CH:13]1.FC1C=CC=C2C(OC(=O)C=12)=O.ClC1C=C2C(=O)OC(=O)C2=CC=1Cl.CC1C=C2C(=O)OC(=O)C2=CC=1>C(Cl)Cl>[N:12]1([CH2:17][CH2:18][CH2:19][NH:20][C:4](=[O:5])[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1]([OH:6])=[O:11])[CH:16]=[CH:15][N:14]=[CH:13]1

Participants

7

Reactant 5

HCID 6811Phthalic Anhydride2×HCID 695513-Fluorophthalic anhydrideHCID 703344,5-Dichlorophthalic anhydrideHCID 787361H-Imidazole-1-propanamineHCID 880694-Methylphthalic anhydride

Product 1

HCID 3132071HCID 3132071, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.01 mole of phthalic anhydride, 0.01 mole of 3-(1H-imidazol-1-yl)propanamine and 30 ml. of methylene chloride was stirred at room temperature for 3 hours and concentrated. The residue was recrystallized from ethanol whereby the desired product, m.p. 160°-162° C., was obtained. By substituting 3-fluorophthalic anhydride, 4,5-dichlorophthalic anhydride, and 4-methylphthalic anhydride for the phthalic anhydride of this example, the compounds set forth in Table XX below were obtained.

Workup

  1. concentrationconcentrated
  2. customThe residue was recrystallized from ethanol whereby the desired product, m.p. 160°-162° C.
  3. customwas obtained
  4. custombelow were obtained

Sources & evidence

ORD record
ord-172fbd7a9deb4cc1a1b90d493bb739b6
Source dataset
uspto-grants-1986_02
Patent number
US04568687

Reaction notes

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