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

HRID 1835614

반응식

HRID 1835614 반응식
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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58a982f04be04b1097e3883a50b68d01
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06770761B2

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