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

HRID 236898노트

반응식

HRID 236898 반응식
[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]

참가 물질

5

반응물 3

HCID 7679Phenylacetyl chloride2회HCID 8471Triethylamine2회HCID 21315314N-Hexyl-5-methyl-1,3,4-thiadiazol-2-amine

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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 2 N 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.

후처리

  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 2 N sodium hydroxide solution and with water
  8. dry with materialwas dried (Na2SO4)
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-dd1c556102d24814b46d34972849d20f
출처 데이터셋
uspto-grants-1979_06
특허 번호
US04158659

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