Triethylamine → HCID 178509128, compound

HRID 620396Notes

Reaction equation

HRID 620396 reaction equation
C([N:3](CC)CC)C.Cl.N=[C:10]1[CH:15]=[CH:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:12]=[CH:11]1.[Cl:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([Cl:32])[CH:31]=1)[C:26](Cl)=[O:27]>C(Cl)Cl>[Cl:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([Cl:32])[CH:31]=1)[C:26]([CH:10]1[CH:15]=[CH:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[NH:12][C:11]1=[NH:3])=[O:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 761913,5-Dichlorobenzoyl chlorideHCID 21246174HCID 21246174, compound

Product 1

HCID 178509128HCID 178509128, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.6 g (94.9 millimoles) of triethylamine were added dropwise to 7.5 g (36.1 millimoles) of 1,4-dihydro-4-imino-1-phenylpyridazine hydrochloride and 8.3 g (39.6 millimoles) of 3,5-dichlorobenzoyl chloride in 100 ml of methylene chloride at room temperature, while stirring. Stirring was continued at room temperature for a further 2 hours, after which the product ws filtered off under suction, washed first with water and then with acetone and recrystallized from toluene. 8.0 g (64% of theory) of 4-(3,5-dichlorobenzoyl)-imino-1,4-dihydro-1-phenylpyridazine were isolated as yellow crystals of melting point 242°-244° C.

Workup

  1. stirringStirring
  2. filtrationafter which the product ws filtered off under suction
  3. washwashed first with water
  4. customwith acetone and recrystallized from toluene

Sources & evidence

ORD record
ord-b7a2ee63eb4d4e21904f37fe1958cc4d
Source dataset
uspto-grants-1989_04
Patent number
US04820821

Reaction notes

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