Dichloromethane → 4-methyl-N-(4-methylphenyl)-N-morpholinothio-1,2,3-thiadiazole-5-carboxamide

HRID 1699653

反応式

HRID 1699653 の反応式
C(Cl)Cl.[CH3:4][C:5]1[N:6]=[N:7][S:8][C:9]=1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)=[O:11].Cl[S:21][N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.C(N(CC)CC)C>O>[CH3:4][C:5]1[N:6]=[N:7][S:8][C:9]=1[C:10]([N:12]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)[S:21][N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)=[O:11]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 8508264-methyl-N-(4-methylphenyl)-1,2,3-thiadiazole-5-carboxamideHCID 122977794-Morpholinesulfenyl chloride

生成物 1

HCID 159066254-methyl-N-(4-methylphenyl)-N-morpholinothio-1,2,3-thiadiazole-5-carboxamide収率 52%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 10 ml of methylene chloride were added 0.50 g (2.1 mmol) of 4-methyl-N-(4-methylphenyl)-1,2,3-thiadiazole-5-carboxamide and 0.50 g (3.3 mmol) of N-(chlorosulfenyl)morpholine. Then, 0.33 g (3.3 mmol) of triethylamine was slowly added thereto, and the resulting mixture was reacted with stirring for 5 hours. After the reaction was completed, the reaction mixture containing the objective product was poured into water, the objective product was extracted with ethyl acetate, the organic layer was washed with water and dried on anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the crude crystal thus obtained was washed with ether. As a result, 0.38 g of the objective compound was obtained (Property: m.p. 60° C. (decomposed); Yield: 52%).

後処理

  1. customthe resulting mixture was reacted
  2. additionthe reaction mixture containing the objective product
  3. extractionthe objective product was extracted with ethyl acetate
  4. washthe organic layer was washed with water
  5. dry with materialdried on anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customthe crude crystal thus obtained
  8. washwas washed with ether

出典と根拠

ORDレコード
ord-9cc0f3aa999e4288ac25e7d0812b3bd0
出典データセット
uspto-grants-2002_02
特許番号
US06348460B1

関連ノート

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