Benzoyl chloride → HCID 18707301, compound

HRID 1699549Notes

Reaction equation

HRID 1699549 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][CH:25]=3)[NH:22][CH2:21][CH2:20][CH2:19]4)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:26](Cl)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[S:12][CH:13]=[C:14]([C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][CH:25]=3)[N:22]([C:26](=[O:33])[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:21][CH2:20][CH2:19]4)[N:15]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 18707162HCID 18707162, compound

Product 1

HCID 18707301HCID 18707301, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 10 ml of pyridine was dissolved 1 g of 2-(3,4-dimethoxyphenyl)-4-(1,2,3,4-tetrahydroquinolin-6-yl) thiazole. Thereto was added 0.44 g of benzoyl chloride at 0° C., and the mixture was stirred for 5 hours. The solution was concentrated and mixed with ethanol and water in this order. The resulting crystals were collected by filtration and recrystallized from ethanol to obtain 0.7 g of 2-(3,4-dimethoxyphenyl)-4-(1-benzoyl-1,2,3,4-tetrahydroquinolin-6-yl)thiazole as a light yellow powder.

Workup

  1. concentrationThe solution was concentrated
  2. additionmixed with ethanol and water in this order
  3. filtrationThe resulting crystals were collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-cb5e4f876f964dd3a10b55bf7bfb61a9
Source dataset
uspto-grants-2002_02
Patent number
USRE037556E1

Reaction notes

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