Triethylamine → HCID 9817892, compound

HRID 2288780Notes

Reaction equation

HRID 2288780 reaction equation
Br[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:11])[CH:8]=2)[C:3]1=[O:12].[C:13]([NH2:21])(=[S:20])[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.C(N(CC)CC)C>CC(C)=O>[Cl:11][C:7]1[CH:6]=[CH:5][C:4]2[C:3]3([OH:12])[N:21]=[C:13]([C:14]4[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=4)[S:20][CH:2]3[CH2:10][C:9]=2[CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27237884-PyridinecarbothioamideHCID 113340692-Bromo-5-chloro-2,3-dihydro-1H-inden-1-one

Product 1

HCID 9817892HCID 9817892, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

0.98 g of 2-bromo-5-chloroindan-1-one and 0.55 g of thioisonicotinamide are dissolved in 40 ml of dry acetone at room temperature and treated with 0.55 ml of triethylamine. The mixture is stirred at room temperature for 2 days. The reaction mixture is concentrated, and the residue is taken up with ethyl acetate and washed twice with water and then twice with satd sodium chloride solution. The organic phase is dried over magnesium sulfate, filtered and concentrated, and the residue is chromatographed on silica gel using ethyl acetate/n-heptane 10/1. 6-Chloro-2-pyridin-4-yl-8,8a-dihydro-indeno[1,2-d]thiazol-3a-ol of melting point 155-160° C. (dec.) is obtained.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. washwashed twice with water
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-e0d141aac52d41dc9f1b216770e6e7f9
Source dataset
uspto-grants-2000_07
Patent number
US06090833

Reaction notes

Loading…