반응 #9680

반응 방정식

ammonium hydroxide

N-(4-iodophenyl)-N′-(4-methylphenyl) thiourea

bromine

sulphurous acid

→

N-(4-iodophenyl)-6-methyl-1,3-benzothiazol-2-amine

수율 97.0%

용매

chloroform

chloroform

chloroform

반응 조건

후처리

1. 1
   온도heated at 50° C. for 5 minutes
2. 2
   온도to cool
3. 3
   workup.DISSOLUTIONto dissolve the precipitate
4. 4
   기타The layers was separated
5. 5
   세척the organic layer was washed with water and brine
6. 6
   건조dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

A suspension of N-(4-iodophenyl)-N′-(4-methylphenyl) thiourea (0.62 g, 4.68 mmol) in chloroform (23 mL) was treated with a solution of bromine (2.65 g, 16.59 mmol) in chloroform (1 mL). The reaction mixture was stirred at rt for 5 minutes and then heated at 50° C. for 5 minutes. Then the reaction mixture was allowed to cool, and was treated with sulphurous acid until the orange color disappeared. The reaction mixture was neutralized by treatment with conc. ammonium hydroxide. More chloroform was then added to dissolve the precipitate. The layers was separated, and the organic layer was washed with water and brine, dried over sodium sulfate, filtered and, concentrated to give N-(4-iodophenyl)-6-methyl-1,3-benzothiazol-2-amine (0.6 g, 97%). 1H NMR (400 MHz, DMSO-d6) δ 2.36 (s, 3H), 7.12 (m, 1H), 7.48 (d, 1H), 7.60 (m, 3H), 7.65 (m, 2H), 10.50 (s, 1H).

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