3-Nitrophenylboronic Acid → 4-Amino-3-[3-(dodecylsulfonyl)propyl]-5-mercapto-[1,2,4]triazole

HRID 343990

反応式

HRID 343990 の反応式
[NH2:1][NH:2][C:3]([NH:5][NH2:6])=[S:4].[CH2:7]([S:19]([CH2:22][CH2:23][CH2:24][C:25](O)=O)(=[O:21])=[O:20])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[N+](C1C=C(B(O)O)C=CC=1)([O-])=O>C1(C)C=CC=CC=1>[NH2:6][N:5]1[C:3]([SH:4])=[N:2][N:1]=[C:25]1[CH2:24][CH2:23][CH2:22][S:19]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])(=[O:20])=[O:21]

参加物

5

反応物 3

HCID 16773-Nitrophenylboronic AcidHCID 2724189ThiocarbohydrazideHCID 11001756Butanoic acid, 4-(dodecylsulfonyl)-

生成物 1

HCID 1784433204-Amino-3-[3-(dodecylsulfonyl)propyl]-5-mercapto-[1,2,4]triazole収率 87.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of 4.9 g (47 mmol) of thiocarbohydrazide and 15 g (47 mmol) of 4-(dodecylsulfonyl)butanoic acid in 30 ml of toluene was added 0.8 g (4.7 mmol) of 3-nitrobenzeneboronic acid. The mixture was heated at reflux for 24 hr. Upon cooling, the thick precipitate was collected, rinsed with a small amount of acetonitrile (10 ml), dried in vacuo to yield 16 g (87.4%) of the desired product as a white solid. All of the analytical data confirmed the assigned structure.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 24 hr
  3. temperatureUpon cooling
  4. customthe thick precipitate was collected
  5. washrinsed with a small amount of acetonitrile (10 ml)
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-4018f3024dfc4ad7a6b912475ebb76af
出典データセット
uspto-grants-1999_01
特許番号
US05864042

関連ノート

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