Ammonium thiocyanate → N-(3,3-diphenylpropyl)thiourea

HRID 1067412Notes

Reaction equation

HRID 1067412 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S-:17][C:18]#[N:19].[NH4+]>BrC1C=CC=CC=1>[C:11]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][NH:10][C:18]([NH2:19])=[S:17])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 15666Ammonium thiocyanateHCID 796983,3-Diphenylpropylamine

Product 1

HCID 13998481N-(3,3-diphenylpropyl)thioureaYield 59%

Reagents, catalysts & solvents 1

HCID 7961BromobenzeneSolvent

Procedure

A solution of 3,3-diphenylpropylamine (4.00 g, 18.9 mmol) and ammonium thiocyanate (1.60 g, 20.8 mmol) in bromobenzene (30 mL) was refluxed for 1 hour. After cooling, the solid precipitate was recovered, rinsed with diethyl ether, water, and ethanol, and dried to provide 3.00 g (yield 59%) of the title compound. Amorphous solid.

Workup

  1. temperatureAfter cooling
  2. customthe solid precipitate was recovered
  3. washrinsed with diethyl ether, water, and ethanol
  4. customdried

Sources & evidence

ORD record
ord-2226fb0801d547e1914b7a2e2392f1ea
Source dataset
uspto-grants-2001_06
Patent number
US06248766B1

Reaction notes

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