Water → HCID 20155091, compound

HRID 2413677Notes

Reaction equation

HRID 2413677 reaction equation
[Cl-].[NH4+].C(O)(C)C.O.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:20][CH:19]([C:21]3[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=3)[N:18]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:17]=2)=[CH:12][CH:11]=1>C(O)(=O)C>[NH2:27][C:24]1[CH:25]=[CH:26][C:21]([CH:19]2[N:18]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:17]=[C:16]([C:13]3[CH:12]=[CH:11][C:10]([O:9][CH3:8])=[CH:15][CH:14]=3)[CH2:20]2)=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3776IsopropanolHCID 25517Ammonium ChlorideHCID 44365034,5-Dihydro-3-(4-methoxyphenyl)-5-(4-nitrophenyl)-1-phenyl-1H-pyrazole

Product 1

HCID 20155091HCID 20155091, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

15.8 g of reduced iron and 1.6 g of ammonium chloride were dispersed in a mixed solution of 140 ml of isopropyl alcohol and 14 ml of water, and, while stirring and refluxing under heating, 13.1 g of 3-(4-methoxyphenyl)-5-(4-nitrophenyl)-1 -phenyl-2-pyrazoline was added thereto. After refluxing for 2 hours, 10 ml of acetic acid was added thereto, and the reaction was thereafter continued for 30 minutes. Solids were removed by filtration using sellaite, and 150 ml of water was added to the filtrate. Crystals precipitated were collected by filtration to obtain 9.7 g of 5-(4-aminophenyl)-3-(4-methoxyphenyl)-1-phenyl-2-pyrazoline.

Workup

  1. temperaturerefluxing
  2. temperatureunder heating
  3. temperatureAfter refluxing for 2 hours
  4. customSolids were removed by filtration
  5. additionwas added to the filtrate
  6. customCrystals precipitated
  7. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-791b3bbaddb94ec3b79fc79a88788b81
Source dataset
uspto-grants-1988_01
Patent number
US04719174

Reaction notes

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