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Triethylamine → N-[2-methyl-5-(3-morpholinobenzamido)phenyl]thiophene-2-carboxamide

HRID 1828724
ノート
印刷プレビュー

反応式

HRID 1828724 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[NH2:9][C:10]1[CH:11]=[C:12]([NH:17][C:18](=[O:31])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:20]=2)[CH:13]=[CH:14][C:15]=1[CH3:16].C(N(CC)CC)C>C(Cl)Cl>[CH3:16][C:15]1[CH:14]=[CH:13][C:12]([NH:17][C:18](=[O:31])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[CH:20]=2)=[CH:11][C:10]=1[NH:9][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 11301391N-(3-amino-4-methylphenyl)-3-morpholinobenzamide

生成物 1

HCID 11327642N-[2-methyl-5-(3-morpholinobenzamido)phenyl]thiophene-2-carboxamide収率 33.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Thiophene-2-carbonyl chloride (0.069 g) was added to a stirred suspension of N-(3-amino-4-methylphenyl)-3-morpholinobenzamide (0.104 g), triethylamine (0.15 ml) and methylene chloride (20 ml) and the resultant mixture was stirred at ambient temperature for 4 hours. The organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution, dried (MgSO4) and evaporated. The residue was dissolved in methylene chloride (2 ml) and diethyl ether (20 ml) was added to give a precipitate which was isolated by filtration, washed with diethyl ether and dried. There was thus obtained the title compound (0.047 g); NMR Spectrum: (DMSOd6) 2.18 (t, 3H), 3.18 (t, 4H), 3.76 (t, 4H), 7.14 (d, 1H), 7.20 (m, 2H), 7.38 (m, 2H), 7.41 (s, 1H), 7.58 (m, 1H), 7.78 (s, 1H), 7.82 (d, 1H), 7.98 (d, 1H), 9.93 (s, 1H), 10.13 (s, 1H); Mass Spectrum: M+H+ 422.

後処理

  1. washThe organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. dissolutionThe residue was dissolved in methylene chloride (2 ml)
  5. additiondiethyl ether (20 ml) was added
  6. customto give a precipitate which
  7. customwas isolated by filtration
  8. washwashed with diethyl ether
  9. customdried

出典と根拠

ORDレコード
ord-4b720b2560e94275967193d52a220c5c
出典データセット
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07060700B2

反応ノート

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