HCID 88595216, compound → HCID 54399071, compound

HRID 568775Notes

Reaction equation

HRID 568775 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([Si:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)([CH3:16])[CH2:9][N:10]2[C:14]([SH:15])=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.C(C1C=CC=[C:29]2[C:30](NC(=O)[C:28]=12)=[S:31])CC>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([Si:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)([CH3:16])[CH2:9][N:10]2[C:14]([S:15][S:31][CH2:30][CH2:29][CH3:28])=[N:13][CH:12]=[N:11]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 88595216HCID 88595216, compoundHCID 178504326HCID 178504326, compound

Product 1

HCID 54399071HCID 54399071, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1.4 g (0.004 mol) of bis(4-fluorophenyl)methyl(5-mercapto-1H-1,2,4-triazol-1-ylmethyl)silane in 10 mL of chloroform at 25° was added 1.1 g (0.005 mol) of propylthiophthalimide. The mixture was stirred two hours, filtered, and evaporated. The residue was flash chromatographed using 0-10% ether/methylene chloride to give 1.5 g of the title disulfide as a thick oil: ir (neat) 2950, 1585, 1495, 1230, 1160, 1104, 820 cm-1 ; nmr (CDCl3) δ 0.7 (3H, s), 1.0 (3H, t), 1.7 (2H, m), 2.8 (2H, t), 4.2 (2H, s), 7.1 (4H, m), 7.5 (4H, m), 7.8 (1H, s).

Workup

  1. filtrationfiltered
  2. customevaporated
  3. customchromatographed

Sources & evidence

ORD record
ord-56ccb7293bf64438b5692fe2fff70dad
Source dataset
uspto-grants-1988_03
Patent number
US04729986

Reaction notes

Loading…