4-Chlorophenyl isothiocyanate → HCID 3611988, compound

HRID 1241625Notes

Reaction equation

HRID 1241625 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][CH:3]=1.[CH3:11][C:12]([CH3:17])([CH3:16])[CH:13]([NH2:15])[CH3:14]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:15][CH:13]([CH3:14])[C:12]([CH3:17])([CH3:16])[CH3:11])=[S:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 164804-Chlorophenyl isothiocyanateHCID 5209072-Butanamine, 3,3-dimethyl-

Product 1

HCID 3611988HCID 3611988, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-chloro-phenyl isothiocyanate (1.00 g, 5.90 mmol) in THF (20 mL) at room temperature was added (±) 3,3-dimethyl-2-aminobutane (1.03 mL, 7.66 mmol) and the reaction was stirred overnight at room temperature. The mixture was concentrated in vacuo and the resulting residue was triturated with diethyl ether and filtered to afford 1.29 g (81%) of 1-(4-chloro-phenyl)-3-(1,2,2-trimethylpropyl)-thiourea as a white solid which was used without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe resulting residue was triturated with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b98d05a9854d4e88a69615742ac58834
Source dataset
uspto-grants-2006_10
Patent number
US07115620B2

Reaction notes

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