Methyl chloroformate → HCID 12805007, compound

HRID 1649090Notes

Reaction equation

HRID 1649090 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[NH:13][NH:12][C:11](=[O:14])[CH2:10][CH:9]2[CH3:15])=[CH:4][CH:3]=1.Cl[C:17]([O:19][CH3:20])=[O:18]>C1(C)C=CC=CC=1>[CH3:20][O:19][C:17]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)=[O:18]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 15581923HCID 15581923, compound

Product 1

HCID 12805007HCID 12805007, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.0 g (29.5 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-dihydro-5-methyl-3(2H)-pyridazinone and 3.3 g (34.9 millimoles) of methyl chloroformate in 100 ml of absolute toluene are kept for 6 hours at 80° C. The product is filtered off at 10° C., washed first with toluene and then with water, and recrystallized from dimethylformamide/water. 3.1 g (40% of theory) of 4,5-dihydro-6-(p-methoxycarbonylaminophenyl)-5-methyl-3(2H)-pyridazinone are obtained as colorless crystals, of melting point 228°-229° C.

Workup

  1. filtrationThe product is filtered off at 10° C.
  2. washwashed first with toluene
  3. customwith water, and recrystallized from dimethylformamide/water

Sources & evidence

ORD record
ord-8542cdbbc0034f95a4d8ae02751243b5
Source dataset
uspto-grants-1983_11
Patent number
US04415571

Reaction notes

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