Stannous Chloride → 6-chloro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride

HRID 131307ノート

反応式

HRID 131307 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-])=O)=[C:6]([NH:8][C:9]2[S:10][C:11]([CH3:16])=[CH:12][C:13]=2[C:14]#[N:15])[CH:7]=1.[Sn](Cl)Cl>C(O)C.Cl.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:17]=[C:14]([NH2:15])[C:13]3[CH:12]=[C:11]([CH3:16])[S:10][C:9]=3[NH:8][C:6]=2[CH:7]=1

参加物

6

反応物 2

HCID 24479Stannous ChlorideHCID 586260242-(5-Chloro-2-nitro-phenylamino)-5-methyl-thiophene-3-carbonitrile

生成物 1

HCID 692144886-chloro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride収率 180.7%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Suspend 2-(5-chloro-2-nitro-phenylamino)-5-methyl-thiophene-3-carbonitrile (0.58 g, 1.98 mmol) in ethanol (20 ml), add anhydrous tin(II)chloride(1.5 g, 6.66 mmol) in concentrated hydrochloric acid (6 ml) and heat the mixture under reflux for 75 minutes. Dilute the mixture with water and allow to cool. Collect the precipitate by filtration and dry under high vacuum to give 6-chloro-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride as a yellow solid (0.537 g, 90%): Mass Spectrum (FIA) 300/302 (M+1).

後処理

  1. temperatureheat the mixture
  2. temperatureunder reflux for 75 minutes
  3. temperatureto cool
  4. customCollect the precipitate
  5. filtrationby filtration
  6. customdry under high vacuum

出典と根拠

ORDレコード
ord-4dae3d9cbde84c11a3e4208cc091ae2d
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

反応ノート

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