Triethylamine → 5-(N-Methyl-Trichloromethylthioamino)-3-Trichloromethyl-1,2,4-Thiadiazole

HRID 126974

반응식

HRID 126974 반응식
[CH3:1][NH:2][C:3]1[S:7][N:6]=[C:5]([C:8]([Cl:11])([Cl:10])[Cl:9])[N:4]=1.C(N(CC)CC)C.[Cl:19][C:20]([Cl:24])([Cl:23])[S:21]Cl>C1C=CC=CC=1>[CH3:1][N:2]([S:21][C:20]([Cl:24])([Cl:23])[Cl:19])[C:3]1[S:7][N:6]=[C:5]([C:8]([Cl:11])([Cl:9])[Cl:10])[N:4]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 11666Trichloromethanesulfenyl chlorideHCID 13150493N-Methyl-3-(trichloromethyl)-1,2,4-thiadiazol-5-amine

생성물 1

HCID 202887205-(N-Methyl-Trichloromethylthioamino)-3-Trichloromethyl-1,2,4-Thiadiazole수율 23%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a 3-neck flask equpped with condenser, thermometer and stirring bar was added 11.6 g (0.05 mole) 5-methylamino-3-trichloromethyl-1,2,4- thiadiazole, 5.1 g (0.05 mole) triethylamine and 150 milliliters of benzene. After 9.3 g (0.05 mole) trichloromethane-sulfenyl chloride was added, the reaction mixture was heated at reflux for 20 hours and filtered hot. The filtrate was evaporated under vacuum to give a beige solid which was refluxed in 400 milliliters of ligroin and filtered. The ligroin was cooled, filtered and the filtrate evaporated to 20 milliliters and filtered. The resulting solid was recrystallized again from ligroin to obtain 4.4 g (23% yield) of product; mp=106° C.

후처리

  1. customTo a 3-neck flask equpped with condenser
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux for 20 hours
  4. filtrationfiltered hot
  5. customThe filtrate was evaporated under vacuum
  6. customto give a beige solid which
  7. filtrationfiltered
  8. temperatureThe ligroin was cooled
  9. filtrationfiltered
  10. customthe filtrate evaporated to 20 milliliters
  11. filtrationfiltered
  12. customThe resulting solid was recrystallized again from ligroin

출처 및 근거

ORD 기록
ord-4904e7b964b44603a8858fcc6ee29db7
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254265

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