Diisopropylethylamine → (3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-[(3-fluorophenyl)methyl]-1-methylurea

HRID 390701

反応式

HRID 390701 の反応式
[I-].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH2:12][S:11]/[C:10]/2=[N:14]\[C:15]([N:17]2[CH:21]=[CH:20][N+](C)=[CH:18]2)=[O:16])=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[F:32][C:33]1[CH:34]=C(CNC)[CH:36]=[CH:37][CH:38]=1>C(#N)C>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:13][CH2:12][S:11]/[C:10]/2=[N:14]\[C:15](=[O:16])[N:17]([CH2:21][C:20]2[CH:36]=[CH:37][CH:38]=[C:33]([F:32])[CH:34]=2)[CH3:18])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 457577Benzenemethanamine, 3-fluoro-N-methyl-HCID 87447829HCID 87447829、化合物

生成物 1

HCID 44128476(3Z)-3-[3-(4-chlorophenyl)-1,3-thiazolidin-2-ylidene]-1-[(3-fluorophenyl)methyl]-1-methylurea

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 1-({[(2Z)-3-(4-Chlorophenyl)-1,3-thiazolidin-2-ylidene]amino}carbonyl)-3-methyl-1H-imidazol-3-ium iodide (94 mg, 0.209 mmol, Example 25B) in dry acetonitrile (3 mL) were added diisopropylethylamine (0.040 mL, 0.230 mmol) and 1-(3-fluorophenyl)-N-methylmethanamine (0.032 mL, 0.230 mmol). The mixture was heated for 2 hours, and then cooled and concentrated under reduced pressure. The residue was purified by chromatography over silica using dichloromethane:methanol 95:5 as eluent to provide the title compound.

後処理

  1. temperatureThe mixture was heated for 2 hours
  2. temperaturecooled
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by chromatography over silica

出典と根拠

ORDレコード
ord-8fa8ec507c26409c82d23e9ea08d68e4
出典データセット
uspto-grants-2013_02
特許番号
US08383657B2

関連ノート

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