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Diisopropylethylamine → 6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine

HRID 588429
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HRID 588429 반응식
Cl.NO.C([N:6](C(C)C)C(C)C)C.C(OC([NH:18][C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][N:23]=1)=S)=O)C>C(O)C>[Br:28][C:25]1[CH:26]=[CH:27][C:22]2[N:23]([N:6]=[C:19]([NH2:18])[N:21]=2)[CH:24]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 59286274Ethyl [(5-bromopyridin-2-yl)carbamothioyl]carbamate

생성물 1

HCID 252159406-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine수율 85.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
25 °C

실험 절차

A mixture of hydroxylamine hydrochloride (40.0 g, 575 mmol) and N-ethyldiisopropylamine (44.6 g, 60.3 ml, 345 mmol) in ethanol (734 ml) was stirred for a few minutes at 25° C., then the mixture was added to 1-ethoxycarbonyl-3-(5-bromo-pyridin-2-yl)-thiourea (35 g, 115 mmol) and the resulting mixture was refluxed for 1 day. The solvent was evaporated under reduced pressure and the white solid was treated with 400 ml water. The suspension was stirred for 1 hour, the solid was filtered off, washed with water 3 times and dried under reduced pressure, affording 6-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (21 g, 85%) as white solid. Mp.: 185° C. MS: m/z=213.0/215.1 (M+H+).

후처리

  1. temperaturethe resulting mixture was refluxed for 1 day
  2. customThe solvent was evaporated under reduced pressure
  3. additionthe white solid was treated with 400 ml water
  4. stirringThe suspension was stirred for 1 hour
  5. filtrationthe solid was filtered off
  6. washwashed with water 3 times
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-38c989441e964fc685b2b681346a94b9
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09227970B2

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