Pyridine → HCID 20348130, compound

HRID 1701089Notes

Reaction equation

HRID 1701089 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.[N+:47]([C:50]1[CH:55]=[CH:54][C:53]([N:56]=[C:57]=[O:58])=[CH:52][CH:51]=1)([O-:49])=[O:48].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:57]([NH:56][C:53]2[CH:52]=[CH:51][C:50]([N+:47]([O-:49])=[O:48])=[CH:55][CH:54]=2)=[O:58])=[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 8058HexaneHCID 66012Benzene, 1-isocyanato-4-nitro-HCID 20348126HCID 20348126, compound

Product 1

HCID 20348130HCID 20348130, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.01 moles of 1-(2,4,6-trichlorophenyl)-3-[3-{α-(2,4-di-t-amylphenoxy)acetamido}benzamido]-hydroxy-5-pyrazolone and 0.01 moles of p-nitrophenyl isocyanate are dissolved in 100 ml of dehydrated toluene, then added with 0.02 moles of pyridine and heated for 1 to 1.5 hours under reflux. After the reaction the solvent is eliminated under reduced pressure and n-hexane is added. The obtained solid is collected by filtration, then washed with n-hexane and dried to obtain the coupler (3) in a state of colorless powder with a melting point of 96°-100° C.

Workup

  1. temperatureheated for 1 to 1.5 hours
  2. temperatureunder reflux
  3. customAfter the reaction the solvent
  4. additionis added
  5. filtrationThe obtained solid is collected by filtration
  6. washwashed with n-hexane
  7. customdried

Sources & evidence

ORD record
ord-3f123531293344b7ab189bd200270d76
Source dataset
uspto-grants-1980_03
Patent number
US04191574

Reaction notes

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