Triethylamine → HCID 178485485, compound

HRID 620398Notes

Reaction equation

HRID 620398 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.[CH3:22][N:23]=[C:24]=[O:25]>CC(C)=O>[CH3:22][NH:23][C:24]([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:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 21246174HCID 21246174, compound

Product 1

HCID 178485485HCID 178485485, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.3 g (52.4 millimoles) of triethylamine were added dropwise to 10.0 g (48.2 millimoles) of 1,4-dihydro-4-imino-1-phenylpyridazine hydrochloride in 25 ml (24.2 g 424 millimoles) of methyl isocyanate at room temperature, while stirring. After the addition was complete, the reaction mixture was diluted with 50 ml of acetone, and stirred for a further 2 hours at room temperature. The product was filtered off under suction, washed with water and acetone, and recrystallized from methanol. 3.0 g (27% of theory) of 1,4-dihydro-4-(methylcarbamyl)-imino-1-phenylpyridazine were isolated as slightly greenish crystals of melting point 205°-206° C.

Workup

  1. additionAfter the addition
  2. stirringstirred for a further 2 hours at room temperature
  3. filtrationThe product was filtered off under suction
  4. washwashed with water and acetone
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-5684d7c0b65e4055a5b17c4e201e67ce
Source dataset
uspto-grants-1989_04
Patent number
US04820821

Reaction notes

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