Hydrochloric Acid → HCID 9845508, compound

HRID 1246406Notes

Reaction equation

HRID 1246406 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[CH:19]=[C:18]([S:21]([CH2:24][CH2:25][C:26](Cl)=[O:27])(=O)=O)[CH:17]=[CH:16]2)=[O:7].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClC(Cl)C(Cl)Cl>[O:27]=[C:26]1[C:19]2[C:20]3[C:11]([CH2:10][CH2:9][NH:8][C:6](=[O:7])[C:5]4[CH:29]=[CH:30][CH:31]=[C:3]([C:2]([F:33])([F:32])[F:1])[CH:4]=4)=[CH:12][CH:13]=[CH:14][C:15]=3[CH:16]=[CH:17][C:18]=2[S:21][CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 21917244HCID 21917244, compound

Product 1

HCID 9845508HCID 9845508, compound

Reagents, catalysts & solvents 1

HCID 65911,1,2,2-TetrachloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

The product obtained in Step C (3 mmol), dissolved in 1,1,2,2-tetrachloroethane (30 ml), is poured dropwise into a solution of aluminium chloride (10 mmol) in the same solvent (20 ml) under nitrogen. The reaction mixture is heated at 60° C., with stirring, until the reaction has ceased. The solution is then poured into a mixture of ice (10 g) and concentrated HCl (0.3 ml) and stirring is carried out for one hour. The aqueous phase is extracted with chloroform (twice); the combined organic phases are then dried over magnesium sulphate, concentrated under reduced pressure and then chromatographed on silica gel to yield the title product.

Workup

  1. stirringstirring
  2. extractionThe aqueous phase is extracted with chloroform (twice)
  3. dry with materialthe combined organic phases are then dried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customchromatographed on silica gel

Sources & evidence

ORD record
ord-863e1e86a33d4077a3a95cf27f5b4d76
Source dataset
uspto-grants-2006_10
Patent number
US07126012B2

Reaction notes

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