Dimethylformamide → 6-[4-(N-methylthiocarbamoylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

HRID 1248263ノート

反応式

HRID 1248263 の反応式
[NH2:1][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.C[S:17]N=C=O.[CH3:21][N:22]([CH3:25])C=O>>[CH3:21][NH:22][C:25]([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)=[S:17]

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 161928Ici 109,081HCID 21933440Methylthioisocyanate

生成物 1

HCID 132173426-[4-(N-methylthiocarbamoylamino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

実験手順

In 40 ml of dry dimethylformamide (DMF) was dissolved 8.13 g of 6-(p-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone. To this solution was added 3.5 g of methyl thioisocyanate, and the mixture was stirred for 4 hours at room temperature. The mixture was stirred for an additional 30 minutes at 50° C. and the solvent was distilled off under reduced pressure. To the residue was added 50 ml of dichloromethane/ether (1:1) to precipitate crystals which were then collected by filtration and washed with dichloromethane, whereby 10.1 g of the above-identified compound was obtained. M.P. 213° C.

後処理

  1. stirringThe mixture was stirred for an additional 30 minutes at 50° C.
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionTo the residue was added 50 ml of dichloromethane/ether (1:1)
  4. customto precipitate crystals which
  5. filtrationwere then collected by filtration
  6. washwashed with dichloromethane

出典と根拠

ORDレコード
ord-88ac2893dc9447f789e514c6cc49df42
出典データセット
uspto-grants-1985_06
特許番号
US04523011

反応ノート

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