Acetic Anhydride → HCID 86699468, 화합물

HRID 1425466노트

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HRID 1425466 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:17]([CH3:19])([CH3:18])[C:16]([CH3:20])=[N:15][C:5]2=[N+:6]([CH2:8][CH2:9][CH2:10][S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=1.[CH3:21][C:22]1[C:30]([CH3:32])([CH3:31])[C:29]2[C:24](=[CH:25][CH:26]=[C:27]([S:33]([O-:36])(=[O:35])=[O:34])[CH:28]=2)[N+:23]=1[CH2:37][CH2:38][CH2:39][S:40]([O-:43])(=[O:42])=[O:41].[Na+:44].[Br-].[Br:46]/[C:47](=[CH:56]\NC1C=CC=CC=1)/[CH:48]=[NH+]/C1C=CC=CC=1.C(OC(=O)C)(=O)C>C(OCC)C.N1C=CC=CC=1>[Br:46]/[C:47](/[CH:56]=[CH:20]/[C:16]1[C:17]([CH3:19])([CH3:18])[C:4]2[C:5]([N:15]=1)=[N+:6]([CH2:8][CH2:9][CH2:10][S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=[C:2]([Cl:1])[CH:3]=2)=[CH:48]\[CH:21]=[C:22]1\[N:23]([CH2:37][CH2:38][CH2:39][S:40]([O-:43])(=[O:42])=[O:41])[C:24]2[C:29]([C:30]\1([CH3:31])[CH3:32])=[CH:28][C:27]([S:33]([O-:36])(=[O:35])=[O:34])=[CH:26][CH:25]=2.[Na+:44].[Na+:44]

참가 물질

7

반응물 4

HCID 7918Acetic AnhydrideHCID 71692790HCID 71692790, 화합물HCID 866994663-(5-Chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonateHCID 178419561HCID 178419561, 화합물

생성물 1

HCID 86699468HCID 86699468, 화합물수율 130.1%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 3283Diethyl Ether용매

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온도
115 °C

실험 절차

A 100-mL round-bottom flask fitted with a reflux condenser was charged with 3-(5-chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridin-7-ium-7-yl)propane-1-sulfonate (55, 500 mg), sodium 2,3,3-trimethyl-1-(3-sulfonatopropyl)-3H-indolium-5-sulfonate (4, 500 mg), (E)-N—((Z)-2-bromo-3-(phenylamino)allylidene)benzenaminium bromide (8, 100 mg), pyridine (1 mL), and acetic anhydride (10 mL) were added to the flask. The mixture was heated at 115° C. for 2 h, allowed to cool to room temperature, and diluted with ethyl ether (25 mL). The resulting dark blue dye precipitate was collected by filtration, dissolved in water (20 mL), and purified by preparative reverse-phase HPLC to afford the 9 as a blue powder (285 mg, 50%, UV 668 nm).

후처리

  1. customA 100-mL round-bottom flask fitted with a reflux condenser
  2. additionwere added to the flask
  3. temperatureto cool to room temperature
  4. filtrationThe resulting dark blue dye precipitate was collected by filtration
  5. dissolutiondissolved in water (20 mL)
  6. custompurified by preparative reverse-phase HPLC

출처 및 근거

ORD 기록
ord-3df61d7f99b84271843b342e59def39f
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927719B2

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