4-Bromophenyl isothiocyanate → HCID 21936576, compound

HRID 1241617Notes

Reaction equation

HRID 1241617 reaction equation
[Br: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>[Br: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 161334-Bromophenyl isothiocyanateHCID 5209072-Butanamine, 3,3-dimethyl-

Product 1

HCID 21936576HCID 21936576, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-bromophenyl isothiocyanate (1.50 g, 7.01 mmol) in THF (30 mL) at room temperature was added (±) 3,3-dimethyl-2-aminobutane (1.41 mL, 10.5 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 1.76 g (80%) of 1-(4-bromophenyl)-3-(1,2,2-trimethyl-propyl)-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-247cc6f03ed64868ba1dd41e0aa5b680
Source dataset
uspto-grants-2006_10
Patent number
US07115620B2

Reaction notes

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