Indole-3-Carboxaldehyde → HCID 9817525, compound

HRID 1825727Notes

Reaction equation

HRID 1825727 reaction equation
[S:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3](=[O:11])[CH2:2]1.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH:21]=O)=[CH:13]1>N1CCCCC1>[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14](/[CH:21]=[C:2]2\[S:1][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[NH:4][C:3]\2=[O:11])=[CH:13]1

Participants

4

Reactant 2

HCID 10256Indole-3-CarboxaldehydeHCID 213964H-1,4-Benzothiazin-3-one

Product 1

HCID 9817525HCID 9817525, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

A solution of 2H-1,4-benzothiazin-3(4H)-one (1.65 g, 10 mmol) and indole-3-carboxaldehyde (1.45 g, 10 mmol) in piperidine (30 ml) was heated under reflux for 5 days. The solvent was removed in vacuo, ethanol (20 ml) was added to the residue and the solid was filtered off. This solid was boiled in ethanol (20 ml) and filtered hot to give a yellow solid.

Workup

  1. temperatureunder reflux for 5 days
  2. customThe solvent was removed in vacuo, ethanol (20 ml)
  3. additionwas added to the residue
  4. filtrationthe solid was filtered off
  5. filtrationfiltered hot
  6. customto give a yellow solid

Sources & evidence

ORD record
ord-c9be97f97d9a4ea19a091be845441b87
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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