Methanol → 1-(5-Bromo-3-(phenylthio)pyridin-2-yl)thiourea

HRID 1809555Notes

Reaction equation

HRID 1809555 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[C:18]([S:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:17][C:16]([Br:26])=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.CO.[OH-].[Na+]>O>[Br:26][C:16]1[CH:17]=[C:18]([S:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:13]([NH:12][C:10]([NH2:9])=[S:11])=[N:14][CH:15]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 866314871-Benzoyl-3-(5-bromo-3-(phenylthio)pyridin-2-yl)thiourea

Product 1

HCID 866314861-(5-Bromo-3-(phenylthio)pyridin-2-yl)thioureaYield 96.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Benzoyl-3-(5-bromo-3-(phenylthio)pyridin-2-yl)thiourea (25.7 g, 57.8 mmol) and MeOH (250 mL). Sodium hydroxide (38.6 mL, 116 mmol) was added and stirred at ambient temperature for 8 hours. The reaction was diluted with water (250 mL), filtered and washed with water. The precipitate was dried in vacuum oven to afford the title compound (19.0 g, 96.5% yield).

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customThe precipitate was dried in vacuum oven

Sources & evidence

ORD record
ord-0985b548f9f04cddbc9ee16d9ae2c4c5
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

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