Triethylamine → N-Methyl-N-(3-methyl-1,2,4-thiadiazol-5-yl)cyclohexanecarboxamide

HRID 972071노트

반응식

HRID 972071 반응식
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][NH:11][C:12]1[S:16][N:15]=[C:14]([CH3:17])[N:13]=1.C(N(CC)CC)C>C1C=CC=CC=1>[CH3:17][C:14]1[N:13]=[C:12]([N:11]([CH3:10])[C:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:8])[S:16][N:15]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chlorideHCID 12725101N,3-Dimethyl-1,2,4-thiadiazol-5-amine

생성물 1

HCID 20393633N-Methyl-N-(3-methyl-1,2,4-thiadiazol-5-yl)cyclohexanecarboxamide

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

Cyclohexane carboxylic acid chloride (9.92 g, 0.068 mol) was added slowly to a solution of 5-methylamino-3-methyl-1,2,4-thiadiazole (7.0 g, 0.054 mol) in dry benzene containing triethylamine (6.87 g, 0.068 mol) and the mixture heated under reflux for 11/2 hours, cooled and washed with 2N hydrochloric acid, saturated solution sodium hydrogen carbonate and water; dried over magnesium sulphate, filtered and evaporated down to yield yellow oil which crystallised upon standing. This was recrystallised twice from petroleum ether 60°-80° C. to yield off-white crystals of N-(3-methyl-1,2,4-thiadiazol-5-yl)-N-methylcyclohexane carboxamide. Yield 8.23 g, (63.8%), m.p. 96° C.

후처리

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 11/2 hours
  3. temperaturecooled
  4. washwashed with 2N hydrochloric acid, saturated solution sodium hydrogen carbonate and water
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated down
  8. customto yield yellow oil which
  9. customcrystallised
  10. customThis was recrystallised twice from petroleum ether 60°-80° C.

출처 및 근거

ORD 기록
ord-c4d57d57a342484db77c66b8bde9c4ec
출처 데이터셋
uspto-grants-1979_07
특허 번호
US04163048

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