Phenylacetyl chloride → N-Hexyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2-phenylacetamide

HRID 261795ノート

反応式

HRID 261795 の反応式
[CH3:1][C:2]1[S:6][C:5]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[N:4][N:3]=1.C(N(CC)CC)C.[C:21]1([CH2:27][C:28](Cl)=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[CH2:8]([N:7]([C:5]1[S:6][C:2]([CH3:1])=[N:3][N:4]=1)[C:28](=[O:29])[CH2:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

参加物

5

反応物 3

HCID 7679Phenylacetyl chloride2 回HCID 8471Triethylamine2 回HCID 21315314N-Hexyl-5-methyl-1,3,4-thiadiazol-2-amine

生成物 1

HCID 21679768N-Hexyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2-phenylacetamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

N-(5-Methyl-1,3,4-thiadiazol-2-yl)-hexylamine (5.98 g, 0.03 mole) in toluene (60 ml) was stirred together with triethylamine (4.59 ml) and phenylacetyl chloride (4.64 g, 0.03 mole) and refluxed overnight. Further triethylamine (4.6 ml) and phenylacetyl chloride (4 ml) were added and refluxing was continued for a further 24 hours. The mixture was evaporated to dryness, treated with water and extracted with chloroform. The chloroform extract was washed with 2N sodium hydroxide solution and with water, and was dried (Na2SO4), filtered and evaporated to yield the title product as an oil, b.p. 190° C./0.1 mm (8.03 g). This was recrystallised from ethanol to give the title compound as a solid, m.p. 90° C.

後処理

  1. temperaturerefluxed overnight
  2. temperaturerefluxing
  3. customThe mixture was evaporated to dryness
  4. additiontreated with water
  5. extractionextracted with chloroform
  6. extractionThe chloroform extract
  7. washwas washed with 2N sodium hydroxide solution and with water
  8. dry with materialwas dried (Na2SO4)
  9. filtrationfiltered
  10. customevaporated

出典と根拠

ORDレコード
ord-07d9c8aab9f147bb90a196f863636bce
出典データセット
uspto-grants-1979_05
特許番号
US04152442

反応ノート

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