2-Bromoethanol → HCID 68711995、化合物

HRID 1818813ノート

反応式

HRID 1818813 の反応式
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]

参加物

6

反応物 4

HCID 108982-BromoethanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 68714257HCID 68714257、化合物

生成物 1

HCID 68711995HCID 68711995、化合物収率 34.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f228473f8b5483da914552173793d31
出典データセット
uspto-grants-2009_10
特許番号
US07601722B2

反応ノート

読み込み中…