Acetic Acid → alpha-[2-(4-Aminosulfonylphenyl)ethylamino]-3-indoleacetic acid Hydrate

HRID 5614

반응식

HRID 5614 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1.[C:14]([OH:17])(=[O:16])[CH3:15].C(OC)(=O)C=O.[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25]1>CO>[OH2:11].[NH2:13][S:10]([C:7]1[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][NH:1][CH:15]([C:26]2[C:27]3[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=3)[NH:24][CH:25]=2)[C:14]([OH:17])=[O:16])=[CH:9][CH:8]=1)(=[O:11])=[O:12]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 798IndoleHCID 70205Acetic acid, 2-oxo-, methyl esterHCID 1696824-(2-Aminoethyl)benzenesulfonamide

생성물 1

HCID 67883879alpha-[2-(4-Aminosulfonylphenyl)ethylamino]-3-indoleacetic acid Hydrate수율 63,355.602%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a stirred solution of 6.01 g (0.03 mmole) of 4-(2-aminoethyl)benzenesulfonamide and 2.5 mL (2.62 g 0.044 mole) of acetic acid in 150 mL of MeOH was added a solution of 2.64 g (0.03 mole) of methyl glyoxylate in 50 mL of MeOH followed by 2.93 g (0.025 mole) of indole. Initially a solution was obtained. Soon solid began separating. The resulting mixture was allowed to stand for four days. The solid was collected by filtration, washed with ether and dried give 3.72 g (38%) of the title compound as a buff solid, m.p. 226° C. (dec). The solid insoluble in CH2Cl2, MeOH, DMSO, DMF and acetic acid.

후처리

  1. customInitially a solution was obtained
  2. customSoon solid began separating
  3. filtrationThe solid was collected by filtration
  4. washwashed with ether
  5. customdried

출처 및 근거

ORD 기록
ord-07edbbd2cd764d6591514470ed57cfaa
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05245046

연결된 노트

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