1-Hydroxybenzotriazole → HCID 86720745, 화합물

HRID 2167693노트

반응식

HRID 2167693 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 86720745HCID 86720745, 화합물수율 100.6%

시약·촉매·용매 3

HCID 962Water용매2회HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5f0977a9ae7e4b6f96608a7d580d4d31
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045466B2

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