1,1'-Thiocarbonyldiimidazole → HCID 22139828, compound
Reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)(N1C=CN=C1)=[S:2].NC1[C:18]([Cl:19])=[CH:17][S:16]C=1>C1COCC1>[Cl:19][C:18]1[C:12]([N:8]=[C:1]=[S:2])=[CH:11][S:16][CH:17]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.46 g of thiocarbonyldiimidazole are added to a solution of 1.1 g of 3-amino-4-chlorothiophene in 20 ml of anhydrous THF, and the mixture is stirred at room temperature for one hour. The solid is distilled off under reduced pressure, the residue is dissolved in ethyl acetate, the organic phase is treated twice with water in a separating funnel and then dried, and the solvent is again distilled off under reduced pressure. This gives 4-chloro-3-thienyl isothiocyanate as a dark oil which is then reacted further without further purification steps.
Workup
- distillationThe solid is distilled off under reduced pressure
- dissolutionthe residue is dissolved in ethyl acetate
- additionthe organic phase is treated twice with water in a separating funnel
- customdried
- distillationthe solvent is again distilled off under reduced pressure
- customThis gives 4-chloro-3-thienyl isothiocyanate as a dark oil which is then reacted further without further purification steps
Sources & evidence
- ORD record
- ord-f36ebc2000d845b58dfcb3f7f2894d27
- Source dataset
- uspto-grants-2008_01
- Patent number
- US07317033B2
Reaction notes
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