Carbon Dioxide → HCID 13051674, compound

HRID 647922Notes

Reaction equation

HRID 647922 reaction equation
N1C2C(=CC=CC=2)C=CC=1.[CH2:11]([C:15]1[C:19]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:18]=2[S:17][C:16]=1C(O)=O)[CH2:12][CH2:13][CH3:14].C(=O)=O>>[CH2:11]([C:15]1[C:19]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:18]=2[S:17][CH:16]=1)[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 280Carbon DioxideHCID 7047QuinolineHCID 19754454HCID 19754454, compound

Product 1

HCID 13051674HCID 13051674, compound

Conditions

Temperature
180 °C

Procedure

5.6 g of Cu are heated to 210° C. under N2 for 20 minutes and, after cooling, 110 g of quinoline and 27.9 g of 3-butyl-5-nitro-2-benzothiophenecarboxylic acid are added. The mixture is heated to 180° C., whilst stirring, until the evolution of CO2 has ended. After cooling, the reaction mass is decanted off with CH2Cl2, the quinoline is washed out by shaking with 20% strength HCl and the organic phase is washed, dried and purified on Al2O3. Melting point: 82°-83° C.

Workup

  1. temperatureafter cooling
  2. temperatureAfter cooling
  3. customthe reaction mass is decanted off with CH2Cl2
  4. washthe quinoline is washed out
  5. washthe organic phase is washed
  6. customdried
  7. custompurified on Al2O3

Sources & evidence

ORD record
ord-cbe3b170a0ff41e28f5acd9a553f0c7c
Source dataset
uspto-grants-1983_10
Patent number
US04410536

Reaction notes

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