Propylamine → HCID 22966909、化合物

HRID 2305999ノート

反応式

HRID 2305999 の反応式
[CH2:1]([NH2:4])[CH2:2][CH3:3].[N:5]([C:8]1[S:9][CH:10]=[CH:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14])=[C:6]=[S:7]>O1CCCC1>[CH2:1]([NH:4][C:6](=[S:7])[NH:5][C:8]1[S:9][CH:10]=[CH:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14])[CH2:2][CH3:3]

参加物

4

反応物 2

HCID 7852PropylamineHCID 2759916Methyl 2-isothiocyanatothiophene-3-carboxylate

生成物 1

HCID 22966909HCID 22966909、化合物収率 597.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In a sulfonation flask, 13.5 g (0.023 mol) of n-propylamine are added dropwise to 350 ml of tetrahydrofurane and 41.3 g (0.021 mol) of methyl 2-isothiocyanatothiophene-3-carboxylate, such that the internal temperature does not arise above 40° C. The reaction mixture is then stirred for 4 hours at reflux temperature and then the tetrahydrofurane is removed in a water-jet vacuum. The residue is taken up in ethyl acetate and extracted three times with water. The organic phase is then dried over sodium sulfate and the solvent is removed in the water-jet vacuum, giving the crude product, which is purified by column chromatography over silica gel (eluant: ethyl acetate/hexane=1:3). 32.4 g of methyl 2-(3-propylthioureido)thiophene-3-carboxylate are obtained in the form of a beige powder having a melting point of 123-126° C.

後処理

  1. customdoes not arise above 40° C
  2. temperatureat reflux temperature
  3. customthe tetrahydrofurane is removed in a water-jet vacuum
  4. extractionextracted three times with water
  5. dry with materialThe organic phase is then dried over sodium sulfate
  6. customthe solvent is removed in the water-jet vacuum
  7. customgiving the crude product, which
  8. customis purified by column chromatography over silica gel (eluant: ethyl acetate/hexane=1:3)

出典と根拠

ORDレコード
ord-12837e1020a04587acea3c212a3d7b2b
出典データセット
uspto-grants-2002_08
特許番号
US06441169B1

反応ノート

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