Hydrazine → 2-Aminomethyl-3-methylimidazo[5,1-b]thiazole

HRID 1603441노트

반응식

HRID 1603441 반응식
NN.C1(=O)[N:7]([CH2:8][C:9]2[S:13][C:12]3=[CH:14][N:15]=[CH:16][N:11]3[C:10]=2[CH3:17])C(=O)C2=CC=CC=C12>CO>[NH2:7][CH2:8][C:9]1[S:13][C:12]2=[CH:14][N:15]=[CH:16][N:11]2[C:10]=1[CH3:17]

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 196050542-Phthalimidomethyl-3-methylimidazo[5,1-b]thiazole

생성물 1

HCID 196050712-Aminomethyl-3-methylimidazo[5,1-b]thiazole수율 86.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A 0.052 ml portion of anhydrous hydrazine was added to 15 ml of a dry methanol solution containing 380 mg of 2-phthalimidomethyl-3-methylimidazo[5,1-b]thiazole, followed by heating under reflux for 6 hours. The reaction solution was cooled on ice, and the resulting crystal was filtered and then washed with a small amount of cold methanol. The filtrate was concentrated under reduced pressure, and to the resulting residue, 15 ml of dichloromethane was added. Afterward, the solution was extracted with 15 ml of 2N hydrochloric acid, and the hydrochloric acid extract was alkalified with potassium hydroxide. The organic layer extracted from the aqueous layer with dichloromethane (40 ml×3) was dried over anhydrous potassium carbonate, followed by filtration. The solvent was then evaporated under reduced pressure to obtain 185 mg of 2-aminomethyl-3-methylimidazo[5,1-b]thiazole as a milky white powder.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 6 hours
  3. temperatureThe reaction solution was cooled on ice
  4. filtrationthe resulting crystal was filtered
  5. washwashed with a small amount of cold methanol
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. additionto the resulting residue, 15 ml of dichloromethane was added
  8. extractionAfterward, the solution was extracted with 15 ml of 2N hydrochloric acid
  9. extractionthe hydrochloric acid extract
  10. extractionThe organic layer extracted from the aqueous layer with dichloromethane (40 ml×3)
  11. dry with materialwas dried over anhydrous potassium carbonate
  12. filtrationfollowed by filtration
  13. customThe solvent was then evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-03ed3815a89749fda8627f8b01dde2fb
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05990101

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