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Nitrogen → 10-bromo-2,3,4,5-tetrahydro-[1,3]diazepino[2,1-b]quinazolin-7(1H)-one

HRID 1619367
ノート
印刷プレビュー

反応式

HRID 1619367 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4](/[N:12]=[C:13]2\C(Cl)=NSS\2)[CH:3]=1.[CH2:19]([NH2:24])[CH2:20][CH2:21][CH2:22][NH2:23].N#N>C1COCC1.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6](=[O:8])[N:23]3[CH2:22][CH2:21][CH2:20][CH2:19][NH:24][C:13]3=[N:12]2)=[CH:10][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 947NitrogenHCID 1045PutrescineHCID 178497427HCID 178497427、化合物

生成物 1

HCID 13635994910-bromo-2,3,4,5-tetrahydro-[1,3]diazepino[2,1-b]quinazolin-7(1H)-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of (E)-methyl 4-bromo-2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)benzoate (100 mg, 0.27 mmol, 1 eq) in THF was added butane-1,4-diamine (0.027 mL, 0.27 mmol, 1 eq) dropwise under N2 and the reaction was heated at reflux for 3 hours. After it was cooled to rt, the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3×20 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to give the desired product, which was purified by silica gel chromatography. MS (ESI): 294, 296 (MH+).

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 3 hours
  3. extractionextracted with ethyl acetate (3×20 mL)
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c888ba10aa904f6db10a552e4f2ec2d6
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772301B2

反応ノート

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