Réaction #446013

ord-a47fdd02837c4936a52439a966a570fd

Équation de réaction

Cl
hydrochloric acid
CC(C)c1cc(Oc2ccccc2)cc(C(C)C)c1N.Cl
4-phenoxy-2,6-diisopropylaniline hydrochloride
N#C[S-].[Na+]
sodium thiocyanate
Cl
hydrochloric acid
O
water
CC(C)c1cc(Oc2ccccc2)cc(C(C)C)c1NC(N)=S
N-(4-phenoxy-2,6-diisopropylphenyl)thiourea
Rendement 96.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONare added after 3 hours
  2. 2
    workup.WAITafter each further hour
  3. 3
    Autrethe product is isolated by filtration
  4. 4
    Lavagewashed with water
  5. 5
    Autredried

Mode opératoire

305 g (1 mol) of 4-phenoxy-2,6-diisopropylaniline hydrochloride, 97 g (1.2 mol) of sodium thiocyanate, 10 ml of water and 10 ml of concentrated hydrochloric acid are suspended in 800 ml of o-xylene. The mixture is heated to 90° C. over 6 hours, during which time 2 ml of concentrated hydrochloric acid are added after 3 hours and then after each further hour. Thereafter the reaction mixture is cooled to room temperature and the product is isolated by filtration, washed with water and dried, giving 315 g (96% of theory) of N-(4-phenoxy-2,6-diisopropylphenyl)thiourea in the form of pale grey crystals which melt at 219°-221° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04997967uspto-grants-1991_03