tert-Butyl isocyanate → 1-(2,6-Dichlorophenyl)3-(t-butylcarbamyl)thiourea

HRID 27201

Reaction equation

HRID 27201 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH2:12])=[S:11].[C:13]([N:17]=[C:18]=[O:19])([CH3:16])([CH3:15])[CH3:14]>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH:12][C:18](=[O:19])[NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])=[S:11]

Participants

4

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 722776N-(2,6-Dichlorophenyl)thiourea

Product 1

HCID 204346311-(2,6-Dichlorophenyl)3-(t-butylcarbamyl)thiourea

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To a mixture of 11 g (0.05 mole) of 1-(2,6-dichlorophenyl)thiourea and 10 ml of xylene is added 5 g of t-butylisocyanate (0.05 mole) and the mixture is refluxed for 2 hours. The reaction product is cooled, triturated with heptane and filtered. Recrystallization from 1:1 isopropanol/water results in 1-(2,6-dichlorophenyl)-3-(t-butylcarbamyl)thiourea.

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. temperatureThe reaction product is cooled
  3. customtriturated with heptane
  4. filtrationfiltered
  5. customRecrystallization from 1:1 isopropanol/water
  6. customresults in 1-(2,6-dichlorophenyl)-3-(t-butylcarbamyl)thiourea

Sources & evidence

ORD record
ord-40a28be1546348e08f09ece6b171d0f0
Source dataset
uspto-grants-1980_09
Patent number
US04220658

Linked notes

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