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

HRID 236899
ノート
印刷プレビュー

反応式

HRID 236899 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 241BenzeneHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 70601298HCID 70601298、化合物

生成物 1

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

実験手順

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.

後処理

  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.)

出典と根拠

ORDレコード
ord-dc0c8aa858864768b932f674958f8885
出典データセット
uspto-grants-1979_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04158659

反応ノート

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