Water → HCID 12694983、化合物

HRID 67966ノート

反応式

HRID 67966 の反応式
[NH2:1][C@@H:2]1[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[CH2:5][CH2:4][C@H:3]1[NH2:13].[C:14](=S)=[S:15].O>C(O)C>[F:12][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[C@H:2]1[NH:1][C:14](=[S:15])[NH:13][C@@H:3]1[CH2:4][CH2:5]2

参加物

5

反応物 3

HCID 962WaterHCID 6348Carbon DisulfideHCID 12694972Trans-1,2-diamino-6-fluoro-1,2,3,4-tetrahydronaphthalene

生成物 1

HCID 12694983HCID 12694983、化合物収率 82%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Trans-1,2-diamino-6-fluoro-1,2,3,4-tetrahydronaphthalene (3.84 g, 21.3 m mol) was dissolved in ethanol (40 ml) and carbon disulfide (1.4 ml, 23.4 m mol) was added to the solution. After the resulting white suspension was stirred for a while, water (20 ml) was added to the suspension and they were heated under reflux for 30 minutes. The reaction mixture was cooled with ice and the precipitate was filtered. The solid was washed in turn with water (three portions of 20 ml, totaling 60 ml), ethyl ether (20 ml) and n-hexane (50 ml) and dried under vacuum to give trans-7-fluoro-3a,4,5,9b-tetrahydronaphth[1,2-d]imidazoline-2-thione as a yellowish grey solid (3.88 g, 17.4 m mol) in 82% yield. The product was recrystallized from acetone-acetonitrile to give light-yellow needles melting at 256.5° to 257.5° C. (decomposition). The data on spectroscopy were as follows:

後処理

  1. additionwas added to the suspension and they
  2. temperaturewere heated
  3. temperatureunder reflux for 30 minutes
  4. temperatureThe reaction mixture was cooled with ice
  5. filtrationthe precipitate was filtered
  6. washThe solid was washed in turn with water (three portions of 20 ml, totaling 60 ml), ethyl ether (20 ml) and n-hexane (50 ml)
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-74dd7a6d2a5745ad8c1b248694fc24cf
出典データセット
uspto-grants-1982_08
特許番号
US04347369

反応ノート

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