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Acetic Acid → HCID 178419415, 화합물

HRID 2401979
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HRID 2401979 반응식
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([NH2:9])=O.COC(OC)[N:13]([CH3:15])C.C1(C)C=CC=CC=1.C(O)(=O)C.[NH2:29]N>>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[NH:9][CH:15]=[N:13][N:29]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 176Acetic AcidHCID 1140TolueneHCID 9321HydrazineHCID 78373Dimethylformamide dimethyl acetalHCID 6057213-Bromothiophene-2-carboxamide

생성물 1

HCID 178419415HCID 178419415, 화합물수율 85.6%

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온도
90 °C

실험 절차

3-Bromothiophene-2-carboxamide (33.2 g, 161 mmol) in 1,1-dimethoxy-N,N-dimethylmethanamine (100 mL, 800 mmol) and toluene (100 mL, 900 mmol) was heated at 90° C. for 2 h. The solvent was evaporated off and the residue was dissolved in acetic acid (183 mL, 3220 mmol). Hydrazine (20 mL, 600 mmol) was added and the mixture was heated at 90° C. again. After 40 min, LCMS showed complete reaction. The reaction mixture was evaporated to remove most of the acetic acid. Water was added and the precipitate was collected and dried in air overnight to afford 3-(3-bromothiophen-2-yl)-4H-1,2,4-triazole as a white powder (31.7 g, 85.6%). LCMS: (FA) ES+ 230.0, 232.0

후처리

  1. customThe solvent was evaporated off
  2. customreaction
  3. customThe reaction mixture was evaporated
  4. customto remove most of the acetic acid
  5. additionWater was added
  6. customthe precipitate was collected
  7. customdried in air overnight

출처 및 근거

ORD 기록
ord-0d836c560e4c46f381812d183273f8eb
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796271B2

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