tert-Butyl isothiocyanate → N-(tert-butyl)-N'-[2-hydroxy-1-(4-methyl-piperazin-1-ylmethyl)ethyl]thiourea

HRID 47262

반응식

HRID 47262 반응식
Cl.[NH2:2][CH:3]([CH2:6][N:7]1[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]1)[CH2:4][OH:5].[C:14]([N:18]=[C:19]=[S:20])([CH3:17])([CH3:16])[CH3:15]>C(O)C.C(N(CC)CC)C.O.ClCCl>[C:14]([NH:18][C:19]([NH:2][CH:3]([CH2:6][N:7]1[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12]1)[CH2:4][OH:5])=[S:20])([CH3:17])([CH3:16])[CH3:15]

참가 물질

7

반응물 2

HCID 11544tert-Butyl isothiocyanateHCID 222939172-Amino-3-(4-methyl-piperazinyl)-1-propanol, hydrochloride

생성물 1

HCID 9814494N-(tert-butyl)-N'-[2-hydroxy-1-(4-methyl-piperazin-1-ylmethyl)ethyl]thiourea

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

반응 조건

온도
20 °C

실험 절차

To a solution of 1 g of 2-amino-3-(4-methyl-piperazin1-yl)-1-propanol hydrochloride in 20 mL of absolute ethanol and 1.43 mL of triethylamine, about 0.78 mL of tert-butylisothiocyanate are added. The reaction mixture is stirred under inert atmosphere at a temperature of about 20° C. for 42 hours then is heated at a temperature of about 50° C. for 1 hour 30 min. After cooling at a temperature of about 20° C., the reaction medium is evaporated under reduced pressure (2 kPa) at a temperature of about 30° C. The residue thus obtained is taken up in 10 mL of water and 40 mL of dichloromethane. The aqueous phase is extracted with 2 times 30 mL of dichloromethane. The organic phases are collected, washed with 15 mL of water, dried over magnesium sulfate, filtered, then concentrated under reduced pressure (2 kPa) at a temperature of about 20° C. About 0.42 g of N-(tert-butyl)-N′-[2-hydroxy-1-(4-methyl-piperazin-1-ylmethyl)ethyl]thiourea are obtained in the form of a white paste. [Infrared spectrum between lamella of KBr 3279; 3075; 2939; 2806; 1533; 1459; 1359; 1295; 1204; 1010 and 821 cm−1].

후처리

  1. temperaturethen is heated at a temperature of about 50° C. for 1 hour 30 min
  2. temperatureAfter cooling at a temperature of about 20° C.
  3. customthe reaction medium is evaporated under reduced pressure (2 kPa) at a temperature of about 30° C
  4. customThe residue thus obtained
  5. extractionThe aqueous phase is extracted with 2 times 30 mL of dichloromethane
  6. customThe organic phases are collected
  7. washwashed with 15 mL of water
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure (2 kPa) at a temperature of about 20° C

출처 및 근거

ORD 기록
ord-5d1720e8385446ccb5a12f77754f97ce
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699867B2

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