Thionyl Chloride → HCID 16749887, compound

HRID 1677655

Reaction equation

HRID 1677655 reaction equation
O[C:2]1([C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)[C:9]2[N:5]([CH:6]=[N:7][CH:8]=2)[CH2:4][CH2:3]1.S(Cl)(Cl)=O.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH:8]1[N:7]=[CH:6][N:5]2[CH2:4][CH2:3][CH:2]([C:10]3[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=3)[C:9]=12

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 669339384-(7-hydroxyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)benzonitrile

Product 1

HCID 16749887HCID 16749887, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 4 mmol of 4-(7-hydroxyl-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)benzonitrile and 8 mmol of thionyl chloride in 30 ml of chloroform is heated at reflux for 15 hours. The reaction mixture is cooled to room temperature and poured into saturated sodium hydrogen carbonate solution. The phases are separated and the organic phase is washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60F).

Workup

  1. temperatureat reflux for 15 hours
  2. customThe phases are separated
  3. washthe organic phase is washed with brine
  4. dry with materialdried with sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-c507ccd62389485bb310e8da8c447361
Source dataset
uspto-grants-2011_08
Patent number
US08008334B2

Linked notes

Loading…