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Hydrochloric Acid → N-[2-(4-amino-2-methylphenylamino)ethyl]-2,2,2-trifluoroacetamide

HRID 970236
ノート
印刷プレビュー

反応式

HRID 970236 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])=[C:6]([CH3:20])[CH:5]=1)([O-])=O.CO.Cl>CCOCC>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:19])[C:15]([F:16])([F:17])[F:18])=[C:6]([CH3:20])[CH:5]=1
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 3

HCID 313Hydrochloric AcidHCID 887Methanol2 回HCID 23104329N-[2-(4-nitro-2-methylphenylamino)ethyl]-2,2,2-trifluoroacetamide

生成物 1

HCID 23104327N-[2-(4-amino-2-methylphenylamino)ethyl]-2,2,2-trifluoroacetamide収率 108.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

1.7 g of nitro derivative (1) prepared above and about 80 ml of methanol were introduced into a 200 ml autoclave (hydrogenator) equipped with a magnetic stirrer. The solution obtained was degassed with nitrogen. 0.2 g of palladium-on-charcoal (5% humidity, comprising 50% water) was added thereto. The reaction mixture was stirred, while flushing once with hydrogen, and hydrogen was then introduced therein at a pressure of about 5 bar. After reaction for 4 hours, the reactor was purged with nitrogen. The reaction mixture was filtered quickly through Celite under a gentle pressure of nitrogen. The filtrate: was recovered in a pre-cooled solution of methanol comprising about 3 equivalents of hydrogen chloride gas. The resulting mixture was rinsed several times with methanol under a stream of nitrogen. The concentrated solution thus obtained was then treated with ether. The product obtained, in the form of a pale pink paste, was stirred and then rinsed several times with acetonitrile and ether under nitrogen. 1.65 g of expected product (2) were isolated in the form of a slightly pink white powder. The proton and 13C NMR spectra and the microanalyses were in accordance with the expected structure of the product.

後処理

  1. additionwere introduced into a 200 ml autoclave (hydrogenator)
  2. customequipped with a magnetic stirrer
  3. customThe solution obtained
  4. customwas degassed with nitrogen
  5. addition0.2 g of palladium-on-charcoal (5% humidity, comprising 50% water) was added
  6. customwhile flushing once with hydrogen, and hydrogen
  7. additionwas then introduced
  8. customAfter reaction for 4 hours
  9. customthe reactor was purged with nitrogen
  10. filtrationThe reaction mixture was filtered quickly through Celite under a gentle pressure of nitrogen
  11. washThe resulting mixture was rinsed several times with methanol under a stream of nitrogen
  12. customThe concentrated solution thus obtained
  13. customThe product obtained, in the form of a pale pink paste
  14. stirringwas stirred
  15. washrinsed several times with acetonitrile and ether under nitrogen

出典と根拠

ORDレコード
ord-0f64d2aa49dc42018349b80e14fc73eb
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07311737B2

反応ノート

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