2-Amino-4-chlorophenol → HCID 11163339, compound

HRID 2262758Notes

Reaction equation

HRID 2262758 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:9])=[C:6]([CH:8]=1)[NH2:7].[F:10][C:11]([F:22])([F:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]=[C:19]=[O:20]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:9])=[C:6]([NH:7][C:19]([NH:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11]([F:10])([F:21])[F:22])=[O:20])[CH:8]=1

Participants

4

Reactant 2

HCID 72652-Amino-4-chlorophenolHCID 167942-(Trifluoromethyl)phenyl isocyanate

Product 1

HCID 11163339HCID 11163339, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5-Chloro-2-hydroxyaniline (1 g) was suspended in toluene (50 ml) and treated with 2-trifluoromethylphenylisocyanate (1.2 ml). The reaction was stirred overnight and then filtered. The filter-cake was slurried and filtered twice with 15 ml toluene and washed once more with petrol. Drying at 55° C. gave 1-(5-Chloro-2-hydroxy-phenyl)-3-(2-trifluoromethyl-phenyl)-urea (2.06 g). Mp.=183-184° C. 1-(2-Hydroxy-6-methoxy-pyridin-3-yl)-3-(3-trifluoromethyl-phenyl)-urea (Compound 4):

Workup

  1. filtrationfiltered
  2. filtrationfiltered twice with 15 ml toluene
  3. washwashed once more with petrol
  4. customDrying at 55° C.

Sources & evidence

ORD record
ord-e2eb03b749224ff6bd808d8db31bd860
Source dataset
uspto-grants-2010_12
Patent number
US07851492B2

Reaction notes

Loading…