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Acetic Acid → HCID 21662825, compound

HRID 1701346
Notes
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Reaction equation

HRID 1701346 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:9]=C([CH:13]=[CH:14][CH:15]=2)C#N)=[O:7])=[CH:4][CH:3]=1.[C:18]([OH:21])(=[O:20])[CH3:19].S(=O)(=O)(O)O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:9]=[C:19]([CH:13]=[CH:14][CH:15]=2)[C:18]([OH:21])=[O:20])=[O:7])=[CH:16][CH:17]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 12289384Benzonitrile, 3-(4-chlorobenzoyl)-

Product 1

HCID 21662825HCID 21662825, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
10 °C

Procedure

46.5 g of 3-p-chlorobenzoyl benzonitrile were added to a mixture of 350 cc of water, 350 cc of glacial acetic acid and 350 cc of concentrated sulfuric acid and the resulting mixture was refluxed for 3 hours and 40 minutes. After cooling to 10° C., the mixture was slowly added to water and the precipitate formed was recovered by vacuum filtration, was washed and dried to obtain 48 g of 3-p-chlorobenzoyl benzoic acid melting at 228° C. A sample of the product after crystallization from acetone melted at 234° C.

Workup

  1. temperaturethe resulting mixture was refluxed for 3 hours and 40 minutes
  2. customthe precipitate formed
  3. filtrationwas recovered by vacuum filtration
  4. washwas washed
  5. customdried

Sources & evidence

ORD record
ord-72dd0aa73a6647b6b1cbb50690496660
Source dataset
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04192890

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes