3,4,5-Trimethoxybenzaldehyde → HCID 24988117、化合物

HRID 507260ノート

反応式

HRID 507260 の反応式
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[S:4][CH:3]1[CH2:12][C:13]([NH:15][NH2:16])=[O:14].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:24]=[C:25]([O:29][CH3:30])[C:26]=1[O:27][CH3:28])[CH:22]=O.ClCCCl.C(O)C>C(O)C.C(O)(=O)C>[O:1]=[C:2]1[CH:3]([CH2:12][C:13]([NH:15]/[N:16]=[CH:22]/[C:21]2[CH:24]=[C:25]([O:29][CH3:30])[C:26]([O:27][CH3:28])=[C:19]([O:18][CH3:17])[CH:20]=2)=[O:14])[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[NH:7]1

参加物

6

反応物 3

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 34500263,4-Dihydro-3-oxo-2H-1,4-benzothiazine-2-acetic acid hydrazideHCID 229016121,2-Dichloroethane ethanol

生成物 1

HCID 24988117HCID 24988117、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 702Ethanol溶媒

実験手順

In a round-bottom glass flask equipped with a magnetic stir bar (3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-acetic acid hydrazide (1 eq. 0.063 mmol; 15 mg) was dissolved in ethanol (3 mL) at room temperature. To this well stirred solution, acetic acid (˜3 drops) and 3,4,5-trimethoxy-benzaldehyde solution (0.063 mmol; 12.4 mg dissolved in 0.5 mL of ethanol) were added, and the reaction mixture was stirred for another 5 hours at ambient temperature and monitored by TLC (typically with 1,2-dichloroethane-ethanol 5:1). The mixture was then concentrated under vacuum using a rotary evaporator. The crude product was diluted with hexanes and triturated. The precipitated solid product was transferred to a glass fiber funnel, the supernatant was removed by vacuum filtration and the solid was washed thoroughly with n-hexane twice to yield: 16 mg (61%) of 1-1.

後処理

  1. concentrationThe mixture was then concentrated under vacuum
  2. customa rotary evaporator
  3. additionThe crude product was diluted with hexanes
  4. customtriturated
  5. customThe precipitated solid product was transferred to a glass fiber funnel
  6. customthe supernatant was removed by vacuum filtration
  7. washthe solid was washed thoroughly with n-hexane twice to yield: 16 mg (61%) of 1-1

出典と根拠

ORDレコード
ord-446dd4775bbe4a03a3babdfe1b9ddd69
出典データセット
uspto-grants-2010_08
特許番号
US07786139B2

反応ノート

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