1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 70514530, compound

HRID 1106251Notes

Reaction equation

HRID 1106251 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](OC)[CH:10]=2)[N:5]=[CH:4][C:3]=1C(OCC)=O.FC1C=CC(NN)=CC=1.C1([O:34]C2C=CC=CC=2)C=CC=CC=1.C1(C2C=CC=CC=2)C=CC=CC=1>C(OCC)C>[ClH:1].[N:5]1[C:6]2[C:11]([CH2:10][CH:9]=[CH:8][CH:7]=2)=[CH:2][C:3](=[O:34])[CH:4]=1

Participants

5

Reactant 3

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 69982(4-Fluorophenyl)hydrazineHCID 304558Ethyl 4-chloro-6-methoxyquinoline-3-carboxylate

Product 1

HCID 70514530HCID 70514530, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The mixture of 2.7 g of ethyl 4-chloro-6-methoxyquinolin-3-carboxylate, 1.4 g of p-fluorophenylhydrazine and 20 ml of eutectic diphenyl ether-biphenyl is heated to 160°-165° for 4 hours, then cooled to room temperature and diluted with diethyl ether. The precipitated crystalline product is collected, washed thoroughly with diethyl ether and dried, to yield the 2-(p-fluorophenyl)-8-methoxypyrazolo]4,3-c]quinolin-3(5H)-one hydrochloride melting at 322°-324°.

Workup

  1. temperatureis heated to 160°-165° for 4 hours
  2. customThe precipitated crystalline product is collected
  3. washwashed thoroughly with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-1df1237ac2e54981bba5b3d56c24ae21
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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