Acetic Acid → HCID 178507760, compound

HRID 2163282Notes

Reaction equation

HRID 2163282 reaction equation
C(O)(=O)C.CO.[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=1[N:16]1[C:20](=[O:21])[CH2:19][C:18]([NH:22][C:23]2[CH:28]=[C:27]([O:29][C:30]3[CH:35]=[CH:34][C:33]([N+:36]([O-])=O)=[CH:32][CH:31]=3)[C:26]([Cl:39])=[CH:25][C:24]=2[Cl:40])=[N:17]1>[Fe].O>[Cl:15][C:10]1[CH:11]=[C:12]([Cl:14])[CH:13]=[C:8]([Cl:7])[C:9]=1[N:16]1[C:20](=[O:21])[CH2:19][C:18]([NH:22][C:23]2[CH:28]=[C:27]([O:29][C:30]3[CH:31]=[CH:32][C:33]([NH2:36])=[CH:34][CH:35]=3)[C:26]([Cl:39])=[CH:25][C:24]=2[Cl:40])=[N:17]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 887MethanolHCID 178516453HCID 178516453, compound

Product 1

HCID 178507760HCID 178507760, compoundYield 84.5%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent2×

Procedure

In a solvent mixture of 100 ml of glacial acetic acid, 10 ml of methanol and 10 ml of water was dispersed 10 g of 1-(2,4,6-trichlorophenyl)-3-[2,4-dichloro-5-(4-nitrophenoxy)anilino]-2-pyrazolin-5-one prepared as described in Step (1) above. To the dispersion was added 10 g of iron powder with heating under stirring over a 10 minute period. The reaction mixture was poured into 1 l of water and the precipitate crystallized out was recovered by filtration to obtain 8 g of the desired compound.

Workup

  1. customprepared
  2. temperaturewith heating
  3. customthe precipitate crystallized out
  4. filtrationwas recovered by filtration

Sources & evidence

ORD record
ord-0f3e44bc700a4a8fbeb2fc5fd45c386b
Source dataset
uspto-grants-1979_01
Patent number
US04133686

Reaction notes

Loading…