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ChemicalBook CAS DataBase List 3-Trifluoromethoxyphenylthiourea
235101-42-5

3-Trifluoromethoxyphenylthiourea synthesis

2synthesis methods
471937-78-7 Synthesis
3-(Trifluoromethoxy)phenylisothiocyanate

471937-78-7
21 suppliers
$45.00/100mg

3-Trifluoromethoxyphenylthiourea

235101-42-5
9 suppliers
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Yield:235101-42-5 170 mg

Reaction Conditions:

with ammonium hydroxide in dichloromethane;acetonitrile at 30; for 1 h;

Steps:

1.2 Step 2: [3-(Trifluoromethoxy)phenyl]thiourea

To a solution ofMeCN (10 mL) andNH3H20 (4.55 g, 36.35 mmol, 5 mL, 28%, 21.48 eq) was added a solution of l-isothiocyanato-3-(trifluoromethoxy)benzene (371 mg,1.69 mmol,1 eq) in DCM (5 mL). The mixture was stirred at 30 °C for 1 h. The reaction mixture was concentrated, added water (30 mL), extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine (10 mL), dried over Na2S04, filtered and concentrated under reduced pressure to yield a residue which was purified by flash silica gel chromatography (from PE/EtOAc = 1/0 to 1/2, TLC: PE/EtOAc = 1/1, Rf= 0.10) to yield [3-(trifluoromethoxy)phenyl]thiourea (170 mg, 719.69 pmol, 42.5% yield,100% purity) as yellow oil. NMR (400 MHz, CDCh^ ppm 8.55 (br s,1H), 7.54-7.43 (m,1H), 7.25-7.11 (m, 3H), 6.30 (br s, 2H); ES-LCMS m/z 236.9 [M+H]+.

References:

WO2021/127301,2021,A1 Location in patent:Paragraph 00221; 00305-00306