4-Nitrobenzoyl chloride → 2-(4-Nitrophenyl)Benzo[D]Thiazole

HRID 1402624노트

반응식

HRID 1402624 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[SH:20]>C1C=CC=CC=1>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]2[S:20][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 85024-Nitrobenzoyl chlorideHCID 87132-Aminothiophenol

생성물 1

HCID 8275002-(4-Nitrophenyl)Benzo[D]Thiazole수율 73.2%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of 4-nitrobenzoyl chloride (1.49 g, 8.0 mmol) in benzene (anhydrous, 10 mL) was added dropwise to 2-aminothiophenol (1.0 g, 8.0 mmol in 10 ml of benzene) at room temperature. The reaction mixture was allowed to stir for 16 hr. The reaction was quenched with water (20 mL). The aqueous layer was separated and extracted with ethyl acetate (3×10 ml). The combined organic layers were dried and evaporated. The crude product was purified with flush column, (hexane:ethyl acetate=85:15) to give 1.5 g (73.2%) of product as light yellow solid.

후처리

  1. customThe reaction was quenched with water (20 mL)
  2. customThe aqueous layer was separated
  3. extractionextracted with ethyl acetate (3×10 ml)
  4. customThe combined organic layers were dried
  5. customevaporated
  6. customThe crude product was purified
  7. customwith flush column, (hexane:ethyl acetate=85:15)

출처 및 근거

ORD 기록
ord-2be7382ca6aa42e68bb6b2793932295f
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08911707B2

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