2,4-Difluoro-1-isothiocyanatobenzene → 1-(2,4-Difluoro-phenyl)-3-(1,2,2-trimethyl-propyl)-thiourea

HRID 1241621Notes

Reaction equation

HRID 1241621 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[S:11].[CH3:12][C:13]([CH3:18])([CH3:17])[CH:14]([NH2:16])[CH3:15]>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:16][CH:14]([CH3:15])[C:13]([CH3:18])([CH3:17])[CH3:12])=[S:11]

Participants

4

Reactant 2

HCID 5188792,4-Difluoro-1-isothiocyanatobenzeneHCID 5209072-Butanamine, 3,3-dimethyl-

Product 1

HCID 219365791-(2,4-Difluoro-phenyl)-3-(1,2,2-trimethyl-propyl)-thioureaYield 84.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,4-difluoro-phenyl isothiocyanate (1.00 g, 5.84 mmol) in dichloromethane (20 mL) at room temperature was added (±) 3,3-dimethyl-2-aminobutane (1.02 mL, 7.6 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 1.34 g (84%) of 1-(2,4-difluoro-phenyl)-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-9a1822b6e07346ebbbee6c55d25b7cbe
Source dataset
uspto-grants-2006_10
Patent number
US07115620B2

Reaction notes

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