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Tetrahydrofuran → HCID 178519478, compound

HRID 1439214
Notes
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Reaction equation

HRID 1439214 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-3108d1fafec24d40a31ebe85c2bd148f
Source dataset
uspto-grants-1977_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04058559

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes