Methylamine → 4-Methylaminomethyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole

HRID 127515

反応式

HRID 127515 の反応式
[CH:1]([CH:3]1[C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]=2[S:6][CH2:5][CH2:4]1)=O.[CH3:16][NH2:17].[BH4-].[Na+]>CO>[CH3:16][NH:17][CH2:1][CH:3]1[C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]=2[S:6][CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 6329MethylamineHCID 4311764Sodium borohydrideHCID 14735629HCID 14735629、化合物

生成物 1

HCID 30560964-Methylaminomethyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of the product of the above (2) (2.17 g) in absolute methanol (10 ml) is added a 30% solution (2.2 ml) of methylamine in methanol. The mixture is stirred at room temperature for 1 hour. Sodium borohydride (380 mg) is added to the filtrate. The mixture is stirred at room temperature for 2 hours and evaporated to remove the solvent. The residue is acidified with 2 N hydrochloric acid after addition of water. The solution is extracted with chloroform to remove neutral impurities. The aqueous layer is made alkaline with an aqueous solution of sodium hydroxide and extracted again with chloroform. The extract is washed with water, dried and evaporated to remove the solvent. The residue is treated with small amount of benzene to give the 1/6 benzene adduct (2.21 g) of the title compound melting at 78°-81° C. Yield: 90%

後処理

  1. stirringThe mixture is stirred at room temperature for 2 hours
  2. customevaporated
  3. customto remove the solvent
  4. additionafter addition of water
  5. extractionThe solution is extracted with chloroform
  6. customto remove neutral impurities
  7. extractionextracted again with chloroform
  8. washThe extract is washed with water
  9. customdried
  10. customevaporated
  11. customto remove the solvent
  12. additionThe residue is treated with small amount of benzene

出典と根拠

ORDレコード
ord-7aefcbef30b7468589aab25cc4c62a5a
出典データセット
uspto-grants-1981_03
特許番号
US04256640

関連ノート

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