Benzyl Isothiocyanate → 4-Benzyl-2-(4-phenoxyphenyl)-[1,2,4]thiadiazolidine-3,5-dione

HRID 491699

Reaction equation

HRID 491699 reaction equation
[CH2:1]([N:8]=[C:9]=[S:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:11]([C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O:29]CC)C>>[CH2:1]([N:8]1[C:9](=[O:29])[S:10][N:24]([C:21]2[CH:22]=[CH:23][C:18]([O:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:19][CH:20]=2)[C:25]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 2346Benzyl IsothiocyanateHCID 3283Diethyl EtherHCID 27348964-Phenoxyphenyl isocyanate

Product 1

HCID 116608104-Benzyl-2-(4-phenoxyphenyl)-[1,2,4]thiadiazolidine-3,5-dione

Procedure

Reagents: Benzylisothiocyanate (13 mmol, 1.6 mL), 4-phenoxyphenyl-isocyanate (13 mmol, 2.3 mL) and SO2Cl2 (13 mmol, 1 mL) in diethyl ether (50 mL). Isolation: filtration of reaction mixture. Purification: recrystallization from EtOH.

Workup

  1. filtrationIsolation: filtration of reaction mixture
  2. customPurification
  3. customrecrystallization from EtOH

Sources & evidence

ORD record
ord-1267abc383c241faa1c8921cb0508a4d
Source dataset
uspto-grants-2009_05
Patent number
US07531561B2

Linked notes

Loading…