Hydrochloric Acid → HCID 66651598, compound

HRID 419765Notes

Reaction equation

HRID 419765 reaction equation
Br[C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cu][C:20]#[N:21].Cl>CN(C)C=O>[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[S:10][C:6]3[C:7](=[C:2]([C:20]#[N:21])[CH:3]=[CH:4][CH:5]=3)[N:8]=2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 66651500HCID 66651500, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 66651598HCID 66651598, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of EXAMPLE 1C (5 g) in N,N-dimethylformamide (1.6 mL) was added copper(I) cyanide (2.1 g) and the mixture heated at reflux for 6 hours. The mixture was cooled, poured into 1N hydrochloric acid and extracted with ethyl acetate. The solid that precipitated out of the organic layer was filtered, washed with water and dried to afford the title compound.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 6 hours
  3. temperatureThe mixture was cooled
  4. extractionextracted with ethyl acetate
  5. customThe solid that precipitated out of the organic layer
  6. filtrationwas filtered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-a7dd6194211f44ffb2c1214cdc9a8e4f
Source dataset
uspto-grants-2012_01
Patent number
US08093396B2

Reaction notes

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