Tert-Butylamine → Propan-2-ol, 1-tert-butylamino-3-[4-(1,2,3-thiadiazol-4-yl)phenoxy]-

HRID 1579051노트

반응식

HRID 1579051 반응식
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[N:13][S:14][CH:15]=2)=[CH:7][CH:6]=1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>C(O)(C)(C)C>[C:17]([NH:21][CH2:16][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[N:13][S:14][CH:15]=2)=[CH:7][CH:6]=1)([CH3:20])([CH3:19])[CH3:18]

참가 물질

4

반응물 2

HCID 6385Tert-ButylamineHCID 27371034-[4-(Oxiran-2-ylmethoxy)phenyl]-1,2,3-thiadiazole

생성물 1

HCID 559440Propan-2-ol, 1-tert-butylamino-3-[4-(1,2,3-thiadiazol-4-yl)phenoxy]-

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

To a solution of 660 mg. of 4-[4(2,3-epoxypropoxy)phenyl]-1,2,3-thiadiazole in 29.7 ml. of t-butylamine is added 3.3 ml. of t-butanol and the reaction mixture is stirred at room temperature for 24 hours. It is then evaporated to dryness under vacuo and the residue taken up in methylene chloride. The resulting solution is extracted with dilute hydrochloric acid and the aqueous phase made alkaline with sodium carbonate. It is then extracted with ethyl acetate and the organic extracts washed to neutrality, dried over sodium sulfate and evaporated to dryness. The solid residue is purified by two recrystallizations from methylene chloridehexane (after decolorization with charcoal) and then by three crystallizations from benzene, thus obtaining the pure 4-[4(3-t-butylamino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole, m.p. 124°-125° C; λmax 256, 304 nm, (ε 20,000;2,000) ir 3340, 1615, 1580, 1535, 835 cm-1.

후처리

  1. customIt is then evaporated to dryness under vacuo
  2. extractionThe resulting solution is extracted with dilute hydrochloric acid
  3. extractionIt is then extracted with ethyl acetate
  4. washthe organic extracts washed to neutrality
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness
  7. customThe solid residue is purified by two recrystallizations from methylene chloridehexane (after decolorization with charcoal)
  8. customby three crystallizations from benzene

출처 및 근거

ORD 기록
ord-f3c988459c774184a59f24eef17ca18e
출처 데이터셋
uspto-grants-1976_02
특허 번호
US03940407

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