Propylamine → 4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine

HRID 1835614

反応式

HRID 1835614 の反応式
Cl.[CH2:2]([NH2:5])[CH2:3][CH3:4].[NH2:6][C:7]1[S:8][C:9]2[CH2:15][CH2:14][CH2:13][C:12](=O)[C:10]=2[N:11]=1.C(N)CC.C([BH3-])#N.[Na+]>CO.O.Cl>[NH2:6][C:7]1[S:8][C:9]2[CH2:15][CH:14]([NH:5][CH2:2][CH2:3][CH3:4])[CH2:13][CH2:12][C:10]=2[N:11]=1

参加物

8

反応物 4

HCID 7852PropylamineHCID 11165Propylamine hydrochlorideHCID 5003444Sodium cyanoborohydrideHCID 219419062-aMino-6,7-dihydro-5H-benzothiazol-4-one

生成物 1

HCID 48854,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

3.0 g of propylamine hydrochloride was dissolved in 60 mL of methanol and 2.2 g of 2-amino-oxo-4,5,6,7-tetrahydrobenzothiazole was added. 1.1 mL of propylamine was poured into the mixture to set pH within the range 6.5-7.0. Then 0.7 g of sodium cyanoborohydride was added and the reaction mixture was stirred for 70 hours under nitrogen atmosphere and at ambient temperature. The reaction mixture was diluted with 50 mL of water and 10 mL of conc. hydrochloric acid. Solvents were removed by evaporation, the yellow residue was stirred with ethanol and the solid was removed by filtration. The filtrate was made alkaline with potassium hydroxide solution and the precipitate was again removed by filtration. Filtrate was several times evaporated with ethanol to remove propylamine. The residue was dissolved in hot ethanol and resulting crystals were collected and dried. Reaction product was characterised by NMR spectra.

後処理

  1. customSolvents were removed by evaporation
  2. stirringthe yellow residue was stirred with ethanol
  3. customthe solid was removed by filtration
  4. customthe precipitate was again removed by filtration
  5. customevaporated with ethanol
  6. customto remove propylamine
  7. dissolutionThe residue was dissolved in hot ethanol
  8. customresulting crystals
  9. customwere collected
  10. customdried
  11. customReaction product

出典と根拠

ORDレコード
ord-58a982f04be04b1097e3883a50b68d01
出典データセット
uspto-grants-2004_08
特許番号
US06770761B2

関連ノート

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