Benzoyl isothiocyanate → HCID 86688408, compound

HRID 1477756Notes

Reaction equation

HRID 1477756 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([CH2:11][CH3:12])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:13]([N:21]=[C:22]=[S:23])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CC(C)=O>[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:22]([NH:21][C:13](=[O:20])[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[S:23])[N:7]([CH2:11][CH3:12])[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 612657223-(1,1-Dimethylethyl)-1-ethyl-1H-pyrazol-5-amine

Product 1

HCID 86688408HCID 86688408, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of compound 23 (5.0 g, 29.9 mmol) in 40 mL of acetone at 0° C. was added dropwise benzoyl isothiocynate (4.88 g, 29.9 mmol). The reaction mixture was gradually warmed up and stirred in an oil bath of 60° C. until TLC indicated there was no starting material remained. Concentration of the reaction mixture on rotavapor gave a yellow solid, which was further triturated with ethyl ether to yield the desired product 24.

Workup

  1. temperatureThe reaction mixture was gradually warmed up and
  2. customConcentration of the reaction mixture on rotavapor gave a yellow solid, which
  3. customwas further triturated with ethyl ether

Sources & evidence

ORD record
ord-1792882d05024d86b1aceac30a3c0930
Source dataset
uspto-grants-2016_08
Patent number
US09403815B2

Reaction notes

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