1-Hydroxybenzotriazole → HCID 86720745、化合物

HRID 2167693ノート

反応式

HRID 2167693 の反応式
[C:1]([C:5]1[S:9][C:8]([C:10]([OH:12])=O)=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:14][NH:15][O:16][CH3:17].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>O.C(N(CC)CC)C.CN(C)C=O>[C:1]([C:5]1[S:9][C:8]([C:10]([N:15]([O:16][CH3:17])[CH3:14])=[O:12])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

8

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 19786348HCID 19786348、化合物

生成物 1

HCID 86720745HCID 86720745、化合物収率 100.6%

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

To a N,N-dimethylformamide (25 mL) solution of 5-tert-butyl-1,3-thiazole-2-carboxylic acid (2.5 g), N,O-dimethylhydroxylamine hydrochloride (2.0 g), WSC.HCl (3.9 g), HOBt.H2O (3.1 g) and triethylamine (7.1 g) were added, and the resultant was stirred at room temperature for 1 day. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and the desiccant was filtered off. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH-type silica gel; hexane/ethyl acetate-gradient elution=100/0→50/50) to obtain the title compound (3.1 g) as a colorless oil.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationthe desiccant was filtered off
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (NH-type silica gel; hexane/ethyl acetate-gradient elution=100/0→50/50)

出典と根拠

ORDレコード
ord-5f0977a9ae7e4b6f96608a7d580d4d31
出典データセット
uspto-grants-2015_06
特許番号
US09045466B2

反応ノート

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