2-Bromoethanol → HCID 68711995, 화합물

HRID 1818813노트

반응식

HRID 1818813 반응식
BrCCC[N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[F:21])[S:6]1(=[O:23])=[O:22].[Br:24][CH2:25][CH2:26]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[Br:24][CH2:25][CH2:26][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[F:21])[S:6]1(=[O:23])=[O:22]

참가 물질

6

반응물 4

HCID 108982-BromoethanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 68714257HCID 68714257, 화합물

생성물 1

HCID 68711995HCID 68711995, 화합물수율 34.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirring solution of 1-(3-bromopropyl)-3-(4-chloro-2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (150 mg, 0.502 mmol), 2-bromoethanol (71 uL, 1.00 mmol), and triphenylphosphine (263 mg, 1.00 mmol) in anhydrous tetrahydrofuran was added diisopropylazodicarboxylate (195 uL, 1.00 mmol) and the solution stirred, capped, at room temperature for 18 hr. The reaction mixture was concentrated then loaded directly onto silica gel and purified via Isco chromatography (Redisep, silica, gradient 0-25% ethyl acetate in hexane to afford 0.07 g of 1-(2-bromoethyl)-3-(4-chloro-2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide as a white solid.

후처리

  1. customcapped, at room temperature for 18 hr
  2. concentrationThe reaction mixture was concentrated
  3. custompurified via Isco chromatography (Redisep, silica, gradient 0-25% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-4f228473f8b5483da914552173793d31
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601722B2

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