Hydrochloric Acid → 2-Methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride

HRID 131313

反応式

HRID 131313 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)=[C:6]([CH:9]=1)[C:7]#[N:8].O.O.[Sn](Cl)[Cl:23].Cl>C(O)C>[ClH:23].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:17]=[C:7]([NH2:8])[C:6]=2[CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 210935375-Methyl-2-(2-nitro-phenylamino)-benzonitrile

生成物 1

HCID 210935072-Methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride収率 63%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Combine 5-methyl-2-(2-nitro-phenylamino)-benzonitrile (4.03 g, 15.91 mmol), tin(II) chloride dihydrate (10.77 g, 47.74 mmol), 5N HCl (65 ml), and ethanol (40.0 ml) and stir the mixture at reflux. After 7 hours, cool to ambient temperature and chill in the refrigerator overnight. Remove the resulting precipitate by vacuum filtration and place the precipitate in ethanol (100.0 ml) and 5N HCl (20.0 ml) and heat at reflux for 19 hours. Cool the reaction mixture to ambient temperature and chill in the refrigerator. Filter off the resulting precipitate by vacuum filtration and dry it in a vacuum oven to give 2.59 g (63%) of an orange solid: mass spectrum (ion spray): m/z=224.0 (M+1).

後処理

  1. temperatureat reflux
  2. temperaturechill in the refrigerator overnight
  3. customRemove the resulting precipitate
  4. filtrationby vacuum filtration and place the precipitate in ethanol (100.0 ml)
  5. temperature5N HCl (20.0 ml) and heat
  6. temperatureat reflux for 19 hours
  7. temperatureCool the reaction mixture to ambient temperature
  8. temperaturechill in the refrigerator
  9. filtrationFilter off the resulting precipitate
  10. filtrationby vacuum filtration
  11. customdry it in a vacuum oven

出典と根拠

ORDレコード
ord-fe8387ace88d451a8ad3c8ff0bc7c892
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

関連ノート

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