Water → 4-Bromothiophene-2-carboxamide

HRID 605900노트

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HRID 605900 반응식
[Br:1][C:2]1C=C[S:4][C:3]=1C(O)=O.Cl.C(N=C=N[CH2:16][CH2:17][CH2:18][N:19](C)C)C.O.[OH:23]N1C2C=CC=CC=2N=N1.O>CN(C=O)C>[Br:1][C:2]1[CH:16]=[C:17]([C:18]([NH2:19])=[O:23])[S:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27396883-Bromothiophene-2-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 128360674-Bromothiophene-2-carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

A solution of 4 bromo-thiophene-2-carboxylic acid (2.0 g, 9.66 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (2.04 g, 10.63 mmol) and 1-hydroxybenzotriazole hydrate (1.44 g, 10.63 mmol) in DMF (20 mL) is stirred at room temperature for 2 hours. The reaction mixture is then cooled to 0° C. and aq. NE3 (1 mL, 17.3 mmol) is added. The mixture is stirred at room temperature for an additional 5 hours, then water is added to the reaction mixture and the resultant precipitate is collected by filtration and washed with 1M NaOH, H2O and petroleum ether. The title compound is isolated as a white solid (1.56 g, 78%).

후처리

  1. addition(1 mL, 17.3 mmol) is added
  2. filtrationthe resultant precipitate is collected by filtration
  3. washwashed with 1M NaOH, H2O and petroleum ether

출처 및 근거

ORD 기록
ord-fd45deae34d4459aa8d0fec74c36bbb3
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915256B2

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