Thiophosgene → HCID 21509891, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][NH:6][CH2:7][C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:15])[CH3:2].[C:17](Cl)(Cl)=[S:18]>O1CCCC1>[CH3:14][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:8]=1[CH2:7][N:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:16])[C:17](=[S:18])[NH:15]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a cooled solution of compound (10b) (15 g., 67 mmole) in 300 ml of anhydrous tetrahydrofuran under a nitrogen atmosphere, is added 72 mmole of thiophosgene at about room temperature. Upon completion of the addition, the solution was refluxed for 10 hours, cooled to room temperature and the tetrahydrofuran removed in vacuo. The residue is dissolved in methylene chloride, washed with 5% aqueous hydrochloric acid, then water. The methylene chloride solution is dried over sodium sulfate, filtered and the solvent removed in vacuo to produce the title product.