Water → 4-Bromothiophene-2-carboxamide

HRID 605900ノート

反応式

HRID 605900 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 128360674-Bromothiophene-2-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-fd45deae34d4459aa8d0fec74c36bbb3
出典データセット
uspto-grants-2011_03
特許番号
US07915256B2

反応ノート

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