4-Acetylbenzoic acid p-nitrophenyl ester → HCID 15895998, 화합물

HRID 1954192노트

반응식

HRID 1954192 반응식
[N+](C1C=CC(O[C:11](=[O:21])[C:12]2[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][CH:13]=2)=CC=1)([O-])=O.[NH2:22][C:23]1[S:24][CH:25]=[C:26]([C:28]([NH:30][CH2:31][CH2:32][N:33]([CH:37]([CH3:39])[CH3:38])[CH:34]([CH3:36])[CH3:35])=[O:29])[N:27]=1>>[C:18]([C:15]1[CH:14]=[CH:13][C:12]([C:11]([NH:22][C:23]2[S:24][CH:25]=[C:26]([C:28]([NH:30][CH2:31][CH2:32][N:33]([CH:37]([CH3:39])[CH3:38])[CH:34]([CH3:35])[CH3:36])=[O:29])[N:27]=2)=[O:21])=[CH:17][CH:16]=1)(=[O:20])[CH3:19]

참가 물질

3

반응물 2

HCID 158959964-Acetylbenzoic acid p-nitrophenyl esterHCID 158959972-Amino-4-[(2-diisopropylaminoethyl)aminocarbonyl]-1,3-thiazole

생성물 1

HCID 15895998HCID 15895998, 화합물수율 57.1%

반응 조건

온도
130 °C

실험 절차

To 831 mg of 4-acetylbenzoic acid p-nitrophenyl ester, 788 mg of 2-amino-4-[(2-diisopropylaminoethyl)aminocarbonyl]-1,3-thiazole were added. The resulting mixture was stirred at 130° C. for 8 hours. The reaction mixture was purified by column chromatography on NH silica gel (chloroform), whereby 693 mg of 2-[N-(4-acetylbenzoyl)amino]-4-[(2-diisopropylaminoethyl)aminocarbonyl]-1,3-thiazole were obtained. After 2 ml of a 4N hydrochloric acid--dioxane solution were added to the resulting compound, the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of isopropyl ether and ethanol, whereby 395 mg of the title compound were obtained as yellow powder.

후처리

  1. customThe reaction mixture was purified by column chromatography on NH silica gel (chloroform)

출처 및 근거

ORD 기록
ord-ea2b3a078ac04453be0439eb19303e32
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06121301

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