Iodine → HCID 15010165, compound

HRID 1651692Notes

Reaction equation

HRID 1651692 reaction equation
[Cl:1][C:2]1[C:3]([C:19]#[N:20])=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[N:5]([CH2:8][C:9]#[CH:10])[C:6]=1[Cl:7].[OH-].[Na+].[I:23]I>CO.O>[Cl:1][C:2]1[C:3]([C:19]#[N:20])=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[N:5]([CH2:8][C:9]#[C:10][I:23])[C:6]=1[Cl:7]

Participants

6

Reactant 3

HCID 807IodineHCID 14798Sodium HydroxideHCID 15010146HCID 15010146, compound

Product 1

HCID 15010165HCID 15010165, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred mixture of 1.91 g (5.5 mmol) of 4,5-dichloro-2-(3,4-dichlorophenyl)-1-(2-propynyl)pyrrole-3-carbonitrile in 500 mL of methanol is added 69 mL of 10% aqueous sodium hydroxide and then 0.70 g (2.7 mmol) of iodine. The mixture is stirred for 12 hours and then acidified and diluted with 200 mL of water. The precipitated solids are collected and recrystallized from methanol to afford 0.51 g while crystals, m.p. 115°-116° C.

Workup

  1. customThe precipitated solids are collected
  2. customrecrystallized from methanol
  3. customto afford 0.51 g while crystals, m.p. 115°-116° C.

Sources & evidence

ORD record
ord-fe6bab539a9f4b4997d2a300232cd82c
Source dataset
uspto-grants-1990_05
Patent number
US04929634

Reaction notes

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