Water → HCID 20155091, compound

HRID 364920Notes

Reaction equation

HRID 364920 reaction equation
[Cl-].[NH4+].O.[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=3)[N:14]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:13]=2)=[CH:8][CH:7]=1>[Fe].C(O)(=O)C>[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([CH:15]2[N:14]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:13]=[C:12]([C:9]3[CH:8]=[CH:7][C:6]([O:5][CH3:4])=[CH:11][CH:10]=3)[CH2:16]2)=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 962WaterHCID 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 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

15.8 g of metallic iron powder and 1.6 g of ammonium chloride were dispersed in a mixed solution of 140 ml of iospropyl 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 under refluxing. 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. m.p. 164°-166° C.

Workup

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

Sources & evidence

ORD record
ord-d909a80332484beeb01e4d9f205cd1fd
Source dataset
uspto-grants-1986_08
Patent number
US04607006

Reaction notes

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