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Benzene → N-Butyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide

HRID 236899
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HRID 236899 반응식
C[C:2]1[S:6][C:5]([CH2:7]CCCN)=[N:4][N:3]=1.C([N:14]([CH2:17][CH3:18])CC)C.[CH:19]1([C:22](Cl)=[O:23])[CH2:21][CH2:20]1.[CH:25]1C=CC=C[CH:26]=1>>[CH2:17]([N:14]([C:2]1[S:6][C:5]([CH3:7])=[N:4][N:3]=1)[C:22]([CH:19]1[CH2:21][CH2:20]1)=[O:23])[CH2:18][CH2:25][CH3:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 241BenzeneHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 70601298HCID 70601298, 화합물

생성물 1

HCID 21315319N-Butyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide

실험 절차

N-(5-methyl-1,3,4-thiadiazol-2-yl)butylamine (1.7 g, 0.01 mole) in benzene (20 ml) was treated with triethylamine (1.53 ml) and cyclopropane carboxylic acid chloride (1.15 g). The reaction mixture was heated to reflux for 20 hours. The solution was then evaporated to dryness and the residue treated with ether and filtered. The solution was washed with water, dried and charcoaled, filtered and evaporated and the residue recrystallised from petrol ether (40°-60° C.) to give N-butyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)cyclopropane carboxamide as a white crystalline solid. m.p. 82°-84° C.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 20 hours
  3. customThe solution was then evaporated to dryness
  4. additionthe residue treated with ether
  5. filtrationfiltered
  6. washThe solution was washed with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customthe residue recrystallised from petrol ether (40°-60° C.)

출처 및 근거

ORD 기록
ord-dc0c8aa858864768b932f674958f8885
출처 데이터셋
uspto-grants-1979_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04158659

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