Water → 4-Isothiocyanatobenzene-1-thiol
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.O.C(=O)([O-])[O-].[Ca+2].[C:15](Cl)(Cl)=[S:16]>C(Cl)(Cl)Cl>[N:1]([C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1)=[C:15]=[S:16]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 35 °C
Procedure
A solution of 4-aminothiophenol (7.00 g, 0.056 mol) in chloroform (75 ml) was added to a stirred, cooled (0° C.) solution of water (40 ml), chloroform (20 ml), calcium carbonate (6.60 g, 0.066 mol), and thiophosgene (6.95 g, 0.060 mol) at 0°-5° C. The mixture was heated at 35° C. for 1 hour and poured into water (50 ml) before separating the two layers. The organic layer was washed with hydrochloric acid (1%, 100 ml) and dried (MgSO4). The solvent was removed in vacuo to afford an orange semi-solid which was used in the next step without purification.
Workup
- custombefore separating the two layers
- washThe organic layer was washed with hydrochloric acid (1%, 100 ml)
- dry with materialdried (MgSO4)
- customThe solvent was removed in vacuo
- customto afford an orange semi-solid which
- customwas used in the next step without purification
Sources & evidence
- ORD record
- ord-b04be9e901134f898ff53be65819b9d7
- Source dataset
- uspto-grants-1996_11
- Patent number
- US05578242
Reaction notes
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