Thiourea → 2-(1-Trifluoromethyl-cyclopropylmethyl)-isothiourea p-toluenesulfonic acid salt

HRID 905982Notes

Reaction equation

HRID 905982 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1([CH2:6][O:7][S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH2:5][CH2:4]1.[NH2:20][C:21]([NH2:23])=[S:22]>CCO>[C:14]1([CH3:17])[CH:13]=[CH:12][C:11]([S:8]([OH:10])(=[O:7])=[O:9])=[CH:16][CH:15]=1.[F:19][C:2]([F:1])([F:18])[C:3]1([CH2:6][S:22][C:21](=[NH:20])[NH2:23])[CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 24805800HCID 24805800, compound

Product 1

HCID 866423022-(1-Trifluoromethyl-cyclopropylmethyl)-isothiourea p-toluenesulfonic acid saltYield 99.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of toluene-4-sulfonic acid 1-trifluoromethyl-cyclopropylmethyl ester (2 g, 6.796 mmol) and thiourea (0.52 g, 6.831 mmol) in 5 mL of EtOH was stirred at 90° C. for 3 hours before being cooled to RT and evaporated to give 2.5 g of 2-(1-trifluoromethyl-cyclopropylmethyl)-isothiourea p-toluenesulfonic acid salt (>95% yield).

Workup

  1. temperaturebefore being cooled to RT
  2. customevaporated

Sources & evidence

ORD record
ord-1a72a4b9c9114a05ac9942457f506dcf
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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