Dimethylformamide → HCID 136340694、化合物

HRID 570967ノート

反応式

HRID 570967 の反応式
N1CCCCC1.[CH3:7][C:8]1[N:9]=[CH:10][NH:11][C:12]=1[N+:13]([O-:15])=[O:14].[S:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH:21]=O.CN(C=O)C>CC(O)C>[N+:13]([C:12]1[NH:11][CH:10]=[N:9][C:8]=1/[CH:7]=[CH:21]/[C:17]1[S:16][CH:20]=[CH:19][CH:18]=1)([O-:15])=[O:14]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 73642-ThiophenecarboxaldehydeHCID 8082PiperidineHCID 862781031H-Imidazole, 4-methyl-5-nitro-

生成物 1

HCID 136340694HCID 136340694、化合物収率 69%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
100 °C

実験手順

Piperidine (1.7 g, 0.02 mol) was added to a suspension of 4-methyl-5-nitroimidazole (5 g, 0.04 mol) and 2-thiophenecarboxaldehyde (22 g, 0.2 mol) and heated at 100° C. for 15 hours. After cooling, DMF (5 mL) and IPA (15 mL) were added and the precipitate filtered from solution and washed with IPA (50 mL) to leave the product as a yellow solid (6.0 g, 69%). δH (DMSO-d6) 13.56 (1H, bs, NH), 7.90 (1H, s), 7.66 (1H, d, J=16.4), 7.66 (1H, d, J=5.0), 7.40 (1H, d, J=16.4), 7.35 (1H, d, J=3.6), 7.15 (1H, dd, J=3.6, 5.0).

後処理

  1. temperatureAfter cooling
  2. filtrationthe precipitate filtered from solution
  3. washwashed with IPA (50 mL)

出典と根拠

ORDレコード
ord-e935b2b20cf84af9b2f6f47c60e553a9
出典データセット
uspto-grants-2015_05
特許番号
US09024018B2

反応ノート

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