Neopentylamine → 1-(2,4-Difluoro-phenyl)-3-(2,2-dimethylpropyl)-thiourea

HRID 1241623Notes

Reaction equation

HRID 1241623 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].[CH2:12]([NH2:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:17][CH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[S:11]

Participants

4

Reactant 2

HCID 79882NeopentylamineHCID 5188792,4-Difluoro-1-isothiocyanatobenzene

Product 1

HCID 219365771-(2,4-Difluoro-phenyl)-3-(2,2-dimethylpropyl)-thioureaYield 85%

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 neopentylamine (0.90 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 1.28 g (85%) of 1-(2,4-difluoro-phenyl)-3-(2,2-dimethylpropyl)-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-41cfa7c0c8df4d32b095bec112d4cb7c
Source dataset
uspto-grants-2006_10
Patent number
US07115620B2

Reaction notes

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