Benzoyl isothiocyanate → HCID 86688406, compound

HRID 1477754Notes

Reaction equation

HRID 1477754 reaction equation
[CH3:1][N:2]1[C:10]([NH2:11])=[C:9]2[C:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)=[N:3]1.[C:12]([N:20]=[C:21]=[S:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CC(C)=O>[CH3:1][N:2]1[C:10]([NH:11][C:21]([NH:20][C:12](=[O:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[S:22])=[C:9]2[C:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)=[N:3]1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 529036082-Methyl-4,5,6,7-tetrahydro-2H-indazol-3-amine

Product 1

HCID 86688406HCID 86688406, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of compound 17 (5.0 g, 33.1 mmol) in 40 mL of acetone at 0° C. was added dropwise benzoyl isothiocynate (5.4 g, 33.1 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 recrystallized in ethyl acetate to yield the desired product 18.

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 recrystallized in ethyl acetate

Sources & evidence

ORD record
ord-5d10df5a4f1640f18013bfff606cd198
Source dataset
uspto-grants-2016_08
Patent number
US09403815B2

Reaction notes

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