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

HRID 343990

반응식

HRID 343990 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4018f3024dfc4ad7a6b912475ebb76af
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05864042

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