반응 #218557

반응 방정식

5-tert-butyl-2-(2-nitro-phenylamino)-thiophene-3-carbonitrile

tin(II)chloride dihydrate

→

title compound

수율 90.0%

2-tert-Butyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride

수율 90.0%

용매

HCl

ethanol

반응 조건

후처리

1. 1
   온도Reflux the mixture for 2 hours
2. 2
   농축Concentrate the solution to 200 mL
3. 3
   workup.ADDITIONadd to water (1 L)
4. 4
   여과Filter
5. 5
   세척wash with water

실험 절차

Add 5-tert-butyl-2-(2-nitro-phenylamino)-thiophene-3-carbonitrile (21.2 g, 70 mmol) to a solution of tin(II)chloride dihydrate (46.1 g, 209 mmol) in conc. HCl (200 mL) and ethanol (600 mL). Reflux the mixture for 2 hours. Concentrate the solution to 200 mL and add to water (1 L). Filter and wash with water then hexanes to obtain the title compound as an orange powder (19.4 g): 1H NMR (DMSO-d6) δ 1.27 (s, 9H), 6.86 (d, 1H), 6.89 (s, 1H), 6.95 (d, 1H), 7.03 (t, 1H), 7.11 (t, 1H), 8.69 (s, 1H), 9.11 (s, 1H), 9.52 (s, 1H), 10.88 (s, 1H); MS (APCI) m/z (rel intensity) 272 (100).

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