Hydrochloric Acid → HCID 12018443, compound

HRID 275690Notes

Reaction equation

HRID 275690 reaction equation
C[Si]([N:5]([Si](C)(C)C)[C:6]1[NH:7][C:8]([C:19]#[N:20])=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])(C)C.Cl>CO>[NH2:5][C:6]1[NH:7][C:8]([C:19]#[N:20])=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12018442HCID 12018442, compound

Product 1

HCID 12018443HCID 12018443, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-(di(trimethylsilyl)amino-3-(2,4-dichlorophenyl)-5-cyanopyrrole (4, 11.8 g, 30 mmol) in methanol (50 ml) is treated with 2N aqueous hydrochloric acid (30 ml). The mixture is heated to reflux for 1 hour and concentrated in vacuo. The aqueous phase then is basified with solid sodium carbonate and the product is extracted with ethyl acetate. The extract is washed with brine, dried over MgSO4 and concentrated in vacuo to give the product.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 1 hour
  3. concentrationconcentrated in vacuo
  4. extractionthe product is extracted with ethyl acetate
  5. washThe extract is washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customto give the product

Sources & evidence

ORD record
ord-6aa6030014284f62b2b9317e057eb61c
Source dataset
uspto-grants-2002_03
Patent number
US06352990B1

Reaction notes

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