Phthalic Anhydride → HCID 23008051, compound

HRID 1862786Notes

Reaction equation

HRID 1862786 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[Cl:12])[C:5](=[N:7][OH:8])[NH2:6].[C:13]1(=O)[O:18][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12>O>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[N:6]=[C:13]([C:14]3[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=3[C:16]([OH:18])=[O:17])[O:8][N:7]=2)[CH:9]=[CH:10][C:11]=1[Cl:12]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 714469003,4-Dichloro-N'-hydroxybenzene-1-carboximidamide

Product 1

HCID 23008051HCID 23008051, compoundYield 15.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 14.17 g (0.0691 mol) of 3,4-dichlorobenzamide oxime and 10.24 g (0.0691 mol) of phthalic anhydride was heated gently with stirring to about 90° C., at which time a very vigorous exotherm carried the temperature to above 170° C.; the mixture was cooled in water to 130° C. and held at 130° C. for a few minutes, and then was cooled to 25° C. The mixture was extracted with 1 liter of ethanol and was filtered to give 3.5 g of insoluble solid, mp 200°-215° C.

Workup

  1. temperaturewas heated gently
  2. customto above 170° C.
  3. waitheld at 130° C. for a few minutes
  4. temperaturewas cooled to 25° C
  5. extractionThe mixture was extracted with 1 liter of ethanol
  6. filtrationwas filtered

Sources & evidence

ORD record
ord-19dfa1366e0e4b1baa26d2f317db7c01
Source dataset
uspto-grants-1979_09
Patent number
US04166732

Reaction notes

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