4-Fluorophenyl isothiocyanate → HCID 21936573, compound

HRID 1241628Notes

Reaction equation

HRID 1241628 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][CH:3]=1.[CH2:11]([NH2:16])[C:12]([CH3:15])([CH3:14])[CH3:13]>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:16][CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[S:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 152414-Fluorophenyl isothiocyanateHCID 79882Neopentylamine

Product 1

HCID 21936573HCID 21936573, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-fluoro-phenylisothiocyanate (1.00 g, 6.53 mmol) in dichloromethane (20 mL) at room temperature was added neopentylamine (1.00 mL, 8.5 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 1.42 g (90%) of 1-(4-fluoro-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-c76f8d44086b413196199883a1e7f39b
Source dataset
uspto-grants-2006_10
Patent number
US07115620B2

Reaction notes

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