Sodium Hydroxide → HCID 86634776, compound

HRID 911063Notes

Reaction equation

HRID 911063 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[CH:18]=[C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([Br:27])=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.[OH-].[Na+]>C1COCC1>[CH2:20]([O:19][C:17]1[C:16]([Br:27])=[CH:15][N:14]=[C:13]([NH:12][C:10]([NH2:9])=[S:11])[CH:18]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 866347751-Benzoyl-3-(4-(benzyloxy)-5-bromopyridin-2-yl)thiourea

Product 1

HCID 86634776HCID 86634776, compoundYield 33.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A flask was charged with 1-benzoyl-3-(4-(benzyloxy)-5-bromopyridin-2-yl)thiourea (9.8 g, 22.2 mmol) and THF (200 mL). 6N NaOH (100 mL) and NaOH (5 g) were added. The reaction was stirred at 60° C. for 3 hours, then concentrated and filtered to give the desired product (2.54 g, 33.9% yield) as off white solid.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered

Sources & evidence

ORD record
ord-0b6e172ff48a46338ae2af8944f9d1fb
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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