Methyl chloroformate → HCID 12805006, compound

HRID 1649089Notes

Reaction equation

HRID 1649089 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.Cl[C:16]([O:18][CH3:19])=[O:17]>C1(C)C=CC=CC=1>[CH3:19][O:18][C:16]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)=[O:17]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 6767506-(4-Aminophenyl)-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 12805006HCID 12805006, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6.0 g (31.7 millimoles) of 6-(p-aminophenyl)-4,5-dihydro-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. 3.3 g (42% of theory) of 4,5-dihydro-6-(p-methoxycarbonylaminophenyl)-3(2H)-pyridazinone are obtained as beige crystals, of melting point 246°-247° C. (with decomposition).

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-ae55dd9523c346fdbe1e34201858ee95
Source dataset
uspto-grants-1983_11
Patent number
US04415571

Reaction notes

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