1-Chloro-4-nitrobenzene → 3,5-Bis-(4-nitrophenylthio)-1,2,4-thiadiazole

HRID 5533

반응식

HRID 5533 반응식
[OH-:1].[Na+].[SH:3][C:4]1[N:8]=[C:7]([SH:9])[S:6][N:5]=1.Cl[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1>O.CN(C=O)C>[N+:17]([C:14]1[CH:15]=[CH:16][C:11]([S:3][C:4]2[N:8]=[C:7]([S:9][C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-:18])=[O:1])=[CH:13][CH:12]=3)[S:6][N:5]=2)=[CH:12][CH:13]=1)([O-:19])=[O:18]

참가 물질

6

반응물 3

HCID 74741-Chloro-4-nitrobenzeneHCID 14798Sodium HydroxideHCID 178418624HCID 178418624, 화합물

생성물 1

HCID 197961443,5-Bis-(4-nitrophenylthio)-1,2,4-thiadiazole수율 92%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

3 g of NaOH were dissolved in 5 ml of water in a 250 ml three-necked flask, 3.8 g (25 mmol) of 3,5-dimer-capto-1,2,4-thiadiazole (preparation analogous to U.S. No. 3,899,502 or Z. Anorgan. Allgem. Chemie volume 486 (1982), pages 111-115) were added and the mixture was heated to 100° C. 79 g (50 mmol) of 1-chloro-4-nitrobenzene, dissolved in 75 ml of DMF, were metered into the clear solution. After the mixture had been boiled under reflux for 4 hours, it was evaporated and the residue was taken up in water, washed and filtered off. After recrystallization from an acetone-water mixture, 9 g (92% of theory) of 3,5-bis-(4-nitrophenylthio)-1,2,4-thiadiazole were obtained.

후처리

  1. additionChemie volume 486 (1982), pages 111-115) were added
  2. temperatureunder reflux for 4 hours
  3. customit was evaporated
  4. washwashed
  5. filtrationfiltered off
  6. customAfter recrystallization from an acetone-water mixture

출처 및 근거

ORD 기록
ord-fc2653c706e943b8b80ddf6fb2c55f7f
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244999

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