Chlorobenzene → HCID 178512041、化合物

HRID 1418839ノート

反応式

HRID 1418839 の反応式
Cl.[N+:2]([C:5]1[CH:6]=[C:7]([CH:9]=[CH:10][CH:11]=1)[NH2:8])([O-:4])=[O:3].[N:12]1([C:17](=N)[NH2:18])[CH2:16][CH2:15][CH2:14][CH2:13]1.ClC1C=CC=CC=1>O>[N+:2]([C:5]1[CH:6]=[C:7]([NH:8][C:17]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[NH:18])[CH:9]=[CH:10][CH:11]=1)([O-:4])=[O:3]

参加物

5

反応物 3

HCID 7964ChlorobenzeneHCID 2794597Pyrrolidine-1-carboximidamideHCID 122151333-Nitroanilinium chloride

生成物 1

HCID 178512041HCID 178512041、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Samples of 3-nitroaniline hydrochloride, 15.5 g, and 1-pyrrolidinecarboximidamide, 9.6 g, were combined with 12 ml of chlorobenzene, and the mixture was warmed to reflux for three hours, and then allowed to cool. The resulting solid mass was taken up in 200 ml of hot water, and the chlorobenzene layer was separated. The aqueous layer was washed with 30 ml of chloroform and the combined organic layers were washed with 50 ml of water. The aqueous layers were combined, warmed, treated with charcoal and filtered hot. The filtrate was allowed to cool, and made strongly basic with 50% sodium hydroxide. This basic mixture was extracted with 200 ml of chloroform. The chloroform extract was concentrated on a steam bath to 150 ml, then diluted with hexanes to 300 ml, and stirred until yellow solids formed, giving 17 g of the N-(3-nitrophenyl)-1-pyrrolidinecarboximidamide, m.p. 117°-118° C.

後処理

  1. temperaturethe mixture was warmed
  2. temperatureto reflux for three hours
  3. temperatureto cool
  4. customthe chlorobenzene layer was separated
  5. washThe aqueous layer was washed with 30 ml of chloroform
  6. washthe combined organic layers were washed with 50 ml of water
  7. temperaturewarmed
  8. additiontreated with charcoal
  9. filtrationfiltered hot
  10. temperatureto cool
  11. extractionThis basic mixture was extracted with 200 ml of chloroform
  12. extractionThe chloroform extract
  13. concentrationwas concentrated on a steam bath to 150 ml
  14. additiondiluted with hexanes to 300 ml
  15. customformed

出典と根拠

ORDレコード
ord-8b837cfaea6446d981a627dcfe773624
出典データセット
uspto-grants-1999_03
特許番号
US05885985

反応ノート

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