3-(4-Nitrobenzyl)-thiazolidine → 3-(4-Aminobenzyl)-thiazolidine

HRID 1359105노트

반응식

HRID 1359105 반응식
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH2:8][N:9]2[CH2:13][CH2:12][S:11][CH2:10]2)=[CH:6][CH:5]=1)([O-])=O>Cl>[NH2:1][C:4]1[CH:15]=[CH:14][C:7]([CH2:8][N:9]2[CH2:13][CH2:12][S:11][CH2:10]2)=[CH:6][CH:5]=1

참가 물질

3

반응물 1

HCID 219186763-(4-Nitrobenzyl)-thiazolidine

생성물 1

HCID 154105273-(4-Aminobenzyl)-thiazolidine수율 63%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

3-(4-nitrobenzyl)-thiazolidine (1.1 g, 5 mmoles) is put into solution in (10 ml concentrated hydrochloric acid at 0° C. Dihydrated tin chloride (7.7 g, 34 mmoles) is added in portions, the mixture is heated for 2 hours under reflux and the acid is evaporated off under reduced pressure. The residue is then taken up in 20 ml of water and neutralized with a 2N soda solution (approximately 100 ml). 100 ml of dichloromethane is added to the medium and the whole is filtered on celite in order to eliminate the salts in suspension. The organic phase is extracted, washed 3 times with 50 ml of water, dried, filtered and evaporated to dryness under educed pressure. The expected product is purified on silica gel in a dichloromethane/methanol (98/2) mixture and is obtained in the form of of a beige powder (0.6 g, 63%). Melting point: 73-74° C.

후처리

  1. customat 0° C
  2. temperaturethe mixture is heated for 2 hours
  3. temperatureunder reflux
  4. customthe acid is evaporated off under reduced pressure
  5. addition100 ml of dichloromethane is added to the medium
  6. filtrationthe whole is filtered on celite in order
  7. extractionThe organic phase is extracted
  8. washwashed 3 times with 50 ml of water
  9. customdried
  10. filtrationfiltered
  11. customevaporated to dryness under educed pressure
  12. customThe expected product is purified on silica gel in a dichloromethane/methanol (98/2) mixture

출처 및 근거

ORD 기록
ord-3dea29da71724e5eafd40c6f006b7bdf
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599903B2

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