Thionyl Chloride → 1H-Indole-3-carbonyl chloride

HRID 2235802Notes

Reaction equation

HRID 2235802 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=O)=[CH:2]1.O=S(Cl)[Cl:15]>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([Cl:15])=[O:12])=[CH:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 69867Indole-3-Carboxylic Acid

Product 1

HCID 123802781H-Indole-3-carbonyl chloride

Procedure

Indole 3-carboxylic acid, (2.0 g) was dissolved in 5 ml of SOCl2. The mixture was heated to reflux for 30 minutes. Removal of excess of SOCl2 under vacuum provided intermediate 9, indole 3-carbonyl chloride, which was carried to the next step without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. customRemoval of excess of SOCl2 under vacuum

Sources & evidence

ORD record
ord-218466dcfdbb40e8a6c74cdd4b058117
Source dataset
uspto-grants-2010_05
Patent number
US07714019B2

Reaction notes

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