Benzaldehyde → Thiazolo[4,5-c]quinoline, 2-phenyl-

HRID 1199982Notes

Reaction equation

HRID 1199982 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[SH:13])=[CH:10][CH:9]=[CH:8][CH:7]=2.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[C:15]1([C:14]2[S:13][C:12]3[C:11]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=4[N:5]=[CH:4][C:3]=3[N:2]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 178479095HCID 178479095, compound

Product 1

HCID 4518730Thiazolo[4,5-c]quinoline, 2-phenyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 20.52 g (0.1 mole) of 3-amino-4-mercapto-quinoline-hydrochloride, 10.61 g (0.1 mole) of freshly distilled benzaldehyde and 200 ml of ethanol is refluxed for 2 hours, whereupon air is bubbled through the reaction mixture for several days. The precipitated crystals are filtered and recrystallized from ethanol. Thus 13.5 g of 2-phenyl-thiazolo[4,5-c]quinoline are obtained. The melting point of this product is identical with that of the compound prepared according to Example 5.

Workup

  1. temperatureis refluxed for 2 hours, whereupon air
  2. customis bubbled through the reaction mixture for several days
  3. filtrationThe precipitated crystals are filtered
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0b121517737945c18c533aaf50969b4f
Source dataset
uspto-grants-1990_02
Patent number
US04904669

Reaction notes

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