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Tetrahydrofuran → HCID 178519478, compound

HRID 1862804
Notes
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Reaction equation

HRID 1862804 reaction equation
[C:1]([C:9]1[CH:18]=[CH:17][C:12]([O:13][CH2:14][C:15]#[N:16])=[C:11]([Cl:19])[C:10]=1[Cl:20])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:21]=[N+:22]=[N-:23].[Na+].[Al+3].[Cl-].[Cl-].[Cl-].C1COCC1>Cl>[C:1]([C:9]1[CH:18]=[CH:17][C:12]([O:13][CH2:14][C:15]2[NH:23][N:22]=[N:21][N:16]=2)=[C:11]([Cl:19])[C:10]=1[Cl:20])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 33557Sodium AzideHCID 6451240Aluminum(III) ChlorideHCID 20393696HCID 20393696, compound

Product 1

HCID 178519478HCID 178519478, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric Acid
Solvent

Procedure

A mixture of 30.60 g. (0.1 mole) of 4-benzoyl-2,3-dichlorophenoxyacetonitrile, 7.80 g. (0.12 mole) of NaN3 and 15.96 g. (0.12 mole) of AlCl3 in 100 ml. of THF was refluxed for 24 hours. The reaction mixture was cooled and poured in dilute HCl. The solid obtained was filtered and recrystallized from benzene. Yield 26.80 g. (75%); m.p. 184°-186°.

Workup

  1. additionA mixture of 30.60 g
  2. temperatureThe reaction mixture was cooled
  3. customThe solid obtained
  4. filtrationwas filtered
  5. customrecrystallized from benzene

Sources & evidence

ORD record
ord-8da63e3996634c6d8ced04ac6db0c7be
Source dataset
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04166819

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes