Hydrochloric Acid → HCID 12018443, compound

HRID 488720Notes

Reaction equation

HRID 488720 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-48479b579d3b4bf791b49615526c873c
Source dataset
uspto-grants-2005_12
Patent number
US06974808B2

Reaction notes

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