Sodium Carbonate → 6-(2,4-Dimethylphenyl)pyridazine-3-thiol

HRID 1625568ノート

反応式

HRID 1625568 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=2[CH3:15])=[CH:6][CH:7]=1.NC(N)=[S:18].C([O-])([O-])=O.[Na+].[Na+]>CCO>[CH3:15][C:9]1[CH:10]=[C:11]([CH3:14])[CH:12]=[CH:13][C:8]=1[C:5]1[CH:6]=[CH:7][C:2](=[S:18])[NH:3][N:4]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 2723790ThioureaHCID 123687643-Chloro-6-(2,4-dimethylphenyl)pyridazine

生成物 1

HCID 125621006-(2,4-Dimethylphenyl)pyridazine-3-thiol収率 83.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-chloro-6-(2,4-dimethylphenyl)pyridazine (example 13b) (1.36 g) was refluxed with thiourea (473 mg, 6.2 mmol) in EtOH (25 mL) for 5 hrs. The mixture was evaporated, and water (45 mL) was added to the residue, followed by Na2CO3 (318 mg, 3 mmol). The precipitate that formed was collected by filtration, washed with diethylether and dried to give 6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione (1.12 g, 52%). 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.32 (s, 3H), 7.12-7.30 (m, 2H), 7.29-7.31 (d, 1H), 7.46-7.49 (d, 1H), 7.65-7.68 (dd, 1H); MS (M+H, 217).

後処理

  1. customThe mixture was evaporated
  2. additionwater (45 mL) was added to the residue
  3. customThe precipitate that formed
  4. filtrationwas collected by filtration
  5. washwashed with diethylether
  6. customdried

出典と根拠

ORDレコード
ord-adc5ef050d2e4867a03b05191c09e9de
出典データセット
uspto-grants-2014_07
特許番号
US08784782B2

反応ノート

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