Sulfuric Acid → HCID 20502722, compound

HRID 851165Notes

Reaction equation

HRID 851165 reaction equation
[C:1]([C:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH2:5][CH:4]=1)#N.[H-].C([Al+]CC(C)C)C(C)C.[OH:23]S(O)(=O)=O>C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH:1]([C:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH2:5][CH:4]=1)=[O:23]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 132277052H-1-Benzothiopyran-4-carbonitrileHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 20502722HCID 20502722, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 1140TolueneSolvent

Procedure

0.5 g of 4-cyano-2H-1-benzothiopyrane in 2 ml of benzene are reacted with 2 ml of a 20% solution of diisobutylaluminium hydride in toluene and the mixture stirred for 4 hours at room temperature. The resulting mixture is poured onto 20% H2SO4 and the organic phase separated, washed with saturated aqueous NaCl and dried over MgSO4. After concentration by evaporation the product is purified by chromatography over kieselgel (eluant hexane/ethyl acetate).

Workup

  1. customthe organic phase separated
  2. washwashed with saturated aqueous NaCl
  3. dry with materialdried over MgSO4
  4. concentrationAfter concentration
  5. customby evaporation the product
  6. customis purified by chromatography over kieselgel (eluant hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2e338e6c31cf4deeba09d532a7e12bd2
Source dataset
uspto-grants-1983_05
Patent number
US04382951

Reaction notes

Loading…