Water → HCID 86628203, compound

HRID 1821355Notes

Reaction equation

HRID 1821355 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH2:18])=[N:2]1.C([N:27]=[C:28]=[S:29])(=O)C1C=CC=CC=1.O>CC(C)=O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH:18][C:28]([NH2:27])=[S:29])=[N:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 68284Benzoyl isothiocyanateHCID 69001756HCID 69001756, compound

Product 1

HCID 86628203HCID 86628203, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of Compound 2 (0.06 g, 0.26 mmol) in acetone mL) was added with benzoyl isothiocyanate (0.10 mL, 1.5 mmol), followed by stirring at room temperature for 1 hour. The crude product obtained by adding water to the mixture was collected by filtration, dissolved in ethanol (1 mL) and added with 1 mol/L aqueous sodium hydroxide solution (1 mL), followed by stirring at room temperature for 1 hour. The mixture was neutralized by adding 6 mol/L hydrochloric acid and the precipitated solid was collected by filtration. The residue was triturated in ethanol to obtain Compound 161 (54 mg, 72%).

Workup

  1. customThe crude product obtained
  2. filtrationwas collected by filtration
  3. dissolutiondissolved in ethanol (1 mL)
  4. additionadded with 1 mol/L aqueous sodium hydroxide solution (1 mL)
  5. stirringby stirring at room temperature for 1 hour
  6. additionby adding 6 mol/L hydrochloric acid
  7. filtrationthe precipitated solid was collected by filtration
  8. customThe residue was triturated in ethanol

Sources & evidence

ORD record
ord-0f03cf69848f443db3aa46207baeaa3b
Source dataset
uspto-grants-2009_10
Patent number
US07605272B2

Reaction notes

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