1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 178431700, 화합물

HRID 355415노트

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HRID 355415 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[OH:12])[O:8][C:7](=[O:14])[CH:6]=[C:5]2[CH3:15].Cl.[NH:17]([C:21]1[CH:29]=[CH:28][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=1)[C:18]([NH2:20])=[NH:19].Cl.CN(C)CCCN=C=NCC>C1COCC1.O>[NH:17]([C:21]1[CH:29]=[CH:28][C:24]([C:25]([O:27][C:6]2[C:7](=[O:14])[O:8][C:9]3[C:4]([C:5]=2[CH3:15])=[CH:3][C:2]([F:1])=[C:11]([OH:12])[C:10]=3[F:13])=[O:26])=[CH:23][CH:22]=1)[C:18]([NH2:20])=[NH:19]

참가 물질

6

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride2회HCID 101767076,8-Difluoro-4-methylumbelliferone2회HCID 178479383HCID 178479383, 화합물

생성물 1

HCID 178431700HCID 178431700, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a pale yellow solution of 6,8-difluoro-7-hydroxy-4-methylcoumarin (Compound 5, 0.13 g, 0.61 mmol) in THF (5 mL) under air at room temperature is added a solution of 4-guanidinobenzoic acid hydrochloride (132 mg, 0.61 mmol) in 4 mL water, followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC; 125 mg, 0.65 mmol). The resulting solution is stirred at room temperature overnight, followed by the addition of more EDC (100 mg). After two hours, TLC analysis indicates the starting materials are consumed. Volatiles are removed in vacuo, and a portion of the residue (0.61 g of pale yellow powder) is purified by chromatography on SEPHADEX LH-20 resin using water:dioxane (1:1) as eluant to give nonfluorescent Compound 35 as a colorless powder: Rf =0.30 (MeCN:H2O:AcOH 90:5:5). Upon treatment with ammonia vapor, a TLC spot corresponding to Compound 35 becomes blue fluorescent.

후처리

  1. waitAfter two hours
  2. customare consumed
  3. customVolatiles are removed in vacuo
  4. customa portion of the residue (0.61 g of pale yellow powder) is purified by chromatography on SEPHADEX

출처 및 근거

ORD 기록
ord-3c44d3ae4c5e40e4b5f0ad34790960b9
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05830912

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