Water → HCID 58929570, compound

HRID 46119Notes

Reaction equation

HRID 46119 reaction equation
C([NH:9][C:10]([NH:12][CH2:13][CH:14]1[CH2:19][CH:18]2[CH2:20][CH:15]1[CH2:16][CH2:17]2)=[S:11])(=O)C1C=CC=CC=1.[OH-].[K+].O>CO>[CH:15]12[CH2:20][CH:18]([CH2:17][CH2:16]1)[CH2:19][CH:14]2[CH2:13][NH:12][C:10]([NH2:9])=[S:11]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 58930363HCID 58930363, compound

Product 1

HCID 58929570HCID 58929570, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 250 mL round-bottomed flask equipped with a magnetic stir bar was charged with 6.17 g (22.4 mmol) of 1-benzoyl-3-(bicyclo[2.2.1]heptan-2-ylmethyl)thiourea in 30 mL of MeOH. KOH was added (2.55 g, 45.4 mmol) and the reaction was stirred at ambient temperature for 4 h. Water (150 mL) was then added to the reaction mixture, and the solid was removed by filtration. The flask and filter cake were rinsed with 40 mL of H2O. The collected solid was then suspended in 15 mL of MTBE, and the solid was collected by filtration providing the desired thiourea. MS (ESI, pos. ion) m/z: 185.2 (M+H).

Workup

  1. customA 250 mL round-bottomed flask equipped with a magnetic stir bar
  2. customthe solid was removed by filtration
  3. filtrationThe flask and filter cake
  4. washwere rinsed with 40 mL of H2O
  5. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-48c3811d1eae4243a7b5ab5717d882bb
Source dataset
uspto-grants-2013_09
Patent number
US08541592B2

Reaction notes

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