(4-Chlorophenyl)hydrazine → HCID 10521420, compound

HRID 465304Notes

Reaction equation

HRID 465304 reaction equation
[CH3:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH:10]([CH2:13][C:14]([OH:16])=O)[C:11](=O)[C:4]=2[CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][NH2:25])=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[C:14](=[O:16])[CH2:13][CH:10]3[CH2:9][CH2:8][CH2:7][C:5]4[S:6][C:2]([CH3:1])=[CH:3][C:4]=4[C:11]3=[N:25]2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 70624(4-Chlorophenyl)hydrazineHCID 10657571HCID 10657571, compound

Product 1

HCID 10521420HCID 10521420, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 2.5 g of 2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-5-acetic acid and 1.95 g of 4-chlorophenyl hydrazine in 50 ml of toluene is refluxed under heating for 4 hours. After cooling, the mixture is concentrated under reduced pressure and the precipitated crystals are recrystallzed from ethanol to give 2.7 g of 2-(4-chlorophenyl)-9-methyl-2,4,4a,5,6,7-hexahydro-3H-thieno[2',3':6,7]cyclohepta[1,2-c]pyridazin-3-one, melting at 119°-121° C.

Workup

  1. temperatureis refluxed
  2. temperatureunder heating for 4 hours
  3. temperatureAfter cooling
  4. concentrationthe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-0ea5aff51e96441d936e7720d3d5fffb
Source dataset
uspto-grants-1992_10
Patent number
US05153194

Reaction notes

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