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Dimethylformamide → HCID 131718228、化合物

HRID 1656446
ノート
印刷プレビュー

反応式

HRID 1656446 の反応式
Cl.Cl.[NH2:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([NH2:9])=N.C[N:14](C=O)C.[C:18]1(=[O:25])[O:24][C:22](=[O:23])[CH2:21][CH2:20][CH2:19]1>CN(C1C=CC=CN=1)C.N1C=CC=CC=1>[NH2:14][N:9]=[CH:7][C:6]1[CH:5]=[C:4]([NH:3][CH:21]([CH:22]=[O:23])[CH2:20][CH2:19][C:18]([OH:24])=[O:25])[CH:12]=[CH:11][CH:10]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 7940Glutaric anhydrideHCID 3084651m-Aminobenzamidine dihydrochloride

生成物 1

HCID 131718228HCID 131718228、化合物収率 90%

試薬・触媒・溶媒 2

HCID 218852-Dimethylaminopyridine触媒HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

3-Aminobenzamidine di-HCL (5 g, 24 mmol) was added to dry DMF (30 mL). To this solution dry pyridine (5 mL) and glutaric anhydride (3.0 g, 26 mmol), followed by 10 mg dimethylaminopyridine (DMAP) were added. The product was heated for 3 h at 100° C. and allowed to stir at room temperature for 16 h. Solvents were removed in vacuo, water was added to the residue and the pH was brought to a value of 6.8 using dilute sodium hydroxide. An abundant precipitate was filtered, washed with water followed by ethyl acetate. The white solid was filtered and dried in a desiccator to give 5.4 g, 90% of product as a white solid: 1H NMR (d6 -DMSO) δ 1.8 (m, 2H), 2.3 (m, 2H), 2.45 (m, 2H), 7.6 (d, 1H, J=8 Hz), 7.55 (dd, 1H, J=8 Hz and J= 7.5 Hz), 7.85 (d, 1H, J=7.5 Hz), 8.05 (s, 1H), 9.05 (bs, 2H), 9.25 (bs, 2H), 10.4 (s, 1H); MS (FAB) m/e 250.1 (MH+).

後処理

  1. additionwere added
  2. customSolvents were removed in vacuo, water
  3. additionwas added to the residue
  4. filtrationAn abundant precipitate was filtered
  5. washwashed with water
  6. filtrationThe white solid was filtered
  7. customdried in a desiccator

出典と根拠

ORDレコード
ord-7ee2fe3b36b54da783dc9ea5a6ff82c6
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05254573

反応ノート

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