3-Aminobenzoic Acid → HCID 178479313, 화합물

HRID 378126

반응식

HRID 378126 반응식
[ClH:1].[C:2](=[NH:12])(OCC)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[NH2:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([OH:28])=[O:27]>O.O1CCOCC1>[ClH:1].[C:26]([C:25]1[CH:24]=[C:23]([NH:22][C:2](=[NH:12])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:31]=[CH:30][CH:29]=1)([OH:28])=[O:27]

참가 물질

6

반응물 3

HCID 74193-Aminobenzoic AcidHCID 79249Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1)HCID 81531Diisopropylethylamine

생성물 1

HCID 178479313HCID 178479313, 화합물수율 15.8%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

To ethyl benzimidate hydrochloride (3 g, 0.016 mole)(Fluka) and (2.1 g, 0.016 mole) diisopropylethylamine in H2O (15 ml) and dioxane (15 ml) was added 3-aminobenzoic acid (2.22 g, 0.016 mole) (Aldrich). The reaction mixture was stirred at room temperature for 4 days. The resulting precipitate was filtered, washed with dioxane/H2O and dried. The precipitate was slurried in H2O and acidified with concentrated HCl. The solvent was removed under vacuum and the residue was slurried in ether. The ether was decanted off and the residue dried under vacuum to yield N-(3-carboxyphenyl)benzamidine hydrochloride (700 mg) as a white solid. MS and NMR were consistent with the desired structure.

후처리

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with dioxane/H2O
  3. customdried
  4. customThe solvent was removed under vacuum
  5. customThe ether was decanted off
  6. customthe residue dried under vacuum

출처 및 근거

ORD 기록
ord-20ecb093fda34faba4686369b6b1f19d
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06028223

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