Thionyl Chloride → HCID 18453171, compound

HRID 1271723Notes

Reaction equation

HRID 1271723 reaction equation
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=O)=[CH:8][CH:9]=2)[NH:4][CH:3]=1.O=S(Cl)[Cl:16]>>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([Cl:16])=[O:13])=[CH:8][CH:9]=2)[NH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 155430423-Chloro-1H-indole-6-carboxylic acid

Product 1

HCID 18453171HCID 18453171, compound

Procedure

3-Chloro-1H-indole-6-carboxylic acid (200 mg) was mixed with 3 mL of SOCl2. The mixture was refluxed for 1 h and evaporated to dryness. Benzene (2 mL) was added and evaporated twice in order to eliminate residual SOCl2. The dark oil was triturated in ether/CH2Cl2 to yield 3-chloro-1H-indole-6-carbonyl chloride as a dark solid, which was used without further purification.

Workup

  1. temperatureThe mixture was refluxed for 1 h
  2. customevaporated to dryness
  3. additionBenzene (2 mL) was added
  4. customevaporated twice in order
  5. customThe dark oil was triturated in ether/CH2Cl2

Sources & evidence

ORD record
ord-bc2fcb776c8843f78eefd2eb6762e446
Source dataset
uspto-grants-2007_04
Patent number
US07205318B2

Reaction notes

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