Pyridine → HCID 20348115, compound

HRID 1701088Notes

Reaction equation

HRID 1701088 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[C:13]([OH:16])=[C:12]([NH:17][C:18](=[O:46])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:45])[CH2:27][O:28][C:29]3[CH:34]=[CH:33][C:32]([C:35]([CH2:38][CH3:39])([CH3:37])[CH3:36])=[CH:31][C:30]=3[C:40]([CH2:43][CH3:44])([CH3:42])[CH3:41])[CH:20]=2)[NH:11]1.[C:47]1([N:53]=[C:54]=[O:55])[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1.N1C=CC=CC=1.CCCCCC>C1(C)C=CC=CC=1>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[C:3]=1[N:10]1[C:14](=[O:15])[C:13]([O:16][C:54]([NH:53][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[O:55])=[C:12]([NH:17][C:18](=[O:46])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:45])[CH2:27][O:28][C:29]3[CH:34]=[CH:33][C:32]([C:35]([CH2:38][CH3:39])([CH3:37])[CH3:36])=[CH:31][C:30]=3[C:40]([CH2:43][CH3:44])([CH3:42])[CH3:41])[CH:20]=2)[NH:11]1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7672Phenyl isocyanateHCID 8058HexaneHCID 20348126HCID 20348126, compound

Product 1

HCID 20348115HCID 20348115, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.01 mole of 1-(2,4,6-trichlorophenyl)-3-[3-{α-(2,4-di-t-amylphenoxy)acetamido}benzamido]-4-hydroxy-5-pyrazolone and 0.01 mole of phenyl isocyanate are dissolved in 100 ml of dehydrated toluene, added with 0.02 moles of pyridine and heated for 5 to 6 hours under reflux. The solvent is eliminated under reduced pressure after the reaction, and n-hexane is added. The solid is collected by filtration, then washed with n-hexane and dried to obtain the coupler (1) in a state of colorless powder with a melting point 72°-77° C.

Workup

  1. temperatureheated for 5 to 6 hours
  2. temperatureunder reflux
  3. additionis added
  4. filtrationThe solid is collected by filtration
  5. washwashed with n-hexane
  6. customdried

Sources & evidence

ORD record
ord-5c43b514c6f5493ebcf568a163d195ee
Source dataset
uspto-grants-1980_03
Patent number
US04191574

Reaction notes

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