Ethyl Acetate → HCID 178443177, compound

HRID 1155322Notes

Reaction equation

HRID 1155322 reaction equation
[NH:1]([C:8]1[CH:12]([N:13]2[CH:17]=[C:16]([NH2:18])[C:15]([CH3:19])=[N:14]2)[C:11](=[O:20])[N:10]([C:21]2[C:26]([Cl:27])=[CH:25][C:24]([Cl:28])=[CH:23][C:22]=2[Cl:29])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:30](Cl)(=[O:44])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43].C(OCC)(=O)C>C(#N)C>[NH:1]([C:8]1[CH:12]([N:13]2[CH:17]=[C:16]([NH:18][C:30](=[O:44])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[C:15]([CH3:19])=[N:14]2)[C:11](=[O:20])[N:10]([C:21]2[C:22]([Cl:29])=[CH:23][C:24]([Cl:28])=[CH:25][C:26]=2[Cl:27])[N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 66986Myristoyl chlorideHCID 178433924HCID 178433924, compound

Product 1

HCID 178443177HCID 178443177, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The 4-(4-amino-3-methyl-1-pyrazolyl)-3-anilino-1-(2,4,6-trichlorophenyl)-5-oxo-2-pyrazoline obtained in Step 2 was suspended in 100 ml of acetonitrile and stirred with heating. To the solution, 9 g of tetradecanoylchloride was added and the mixture was refluxed for 2 hours. To the reaction mixture, 500 ml of ethyl acetate was added and the mixture was washed several times with water. The oil layer was dried with anhydrous sodium sulfate and concentrated. Upon crystallization of the residue from a solvent mixture of acetonitrile and benzene, 8 g of Coupler (23) was obtained. The melting point of the coupler was 123° to 131° C.

Workup

  1. temperaturewith heating
  2. temperaturethe mixture was refluxed for 2 hours
  3. washthe mixture was washed several times with water
  4. dry with materialThe oil layer was dried with anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customUpon crystallization of the residue
  7. additionfrom a solvent mixture of acetonitrile and benzene, 8 g of Coupler (23)
  8. customwas obtained
  9. customwas 123° to 131° C.

Sources & evidence

ORD record
ord-c7ea08808fd1480a8fece0a70e5dbb8d
Source dataset
uspto-grants-1981_11
Patent number
US04301235

Reaction notes

Loading…