Sulfuric Acid → HCID 67996687, compound

HRID 1528565Notes

Reaction equation

HRID 1528565 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11]#[N:12])[CH2:10][CH2:9]2)=[N:6][CH:7]=1.S(=O)(=O)(O)[OH:14].[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11]([NH2:12])=[O:14])[CH2:9][CH2:10]2)=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 534029901-(5-Bromopyridin-2-yl)cyclopropane-1-carbonitrile

Product 1

HCID 67996687HCID 67996687, compound

Procedure

A mixture of 1-(5-bromo-pyridin-2-yl)-cyclopropanecarbonitrile (0.18 g) and sulfuric acid (95%, 1.8 mL) was stirred at room temperature overnight. The solution was poured on crushed ice and the resulting solution was basified using 4 M aqueous NaOH solution. The solution was extracted with dichloromethane, the combined extracts were dried (Na2SO4), and the solvent was evaporated to give the title compound as a colorless solid. Yield: 0.20 g (quantitative); LC (method 2): tR=2.38 min; Mass spectrum (ESI+): m/z=241/243 (Br) [M+H]+.

Workup

  1. additionThe solution was poured
  2. customon crushed ice
  3. extractionThe solution was extracted with dichloromethane
  4. dry with materialthe combined extracts were dried (Na2SO4)
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7a50618168ca43f8ba73d23289814e0d
Source dataset
uspto-grants-2015_07
Patent number
US09090605B2

Reaction notes

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