Hydrochloric Acid → 2-Amino-4-cyano-3-hydroxynitrobenzene

HRID 966923

반응식

HRID 966923 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[OH:12])#[N:2].[I-].C[N+:15](C)(C)N.[O-]OOO[O-].[Na+].[Na+].Cl>CS(C)=O>[NH2:15][C:5]1[C:4]([OH:12])=[C:3]([C:1]#[N:2])[CH:8]=[CH:7][C:6]=1[N+:9]([O-:11])=[O:10]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 18683Hydrazinium, 1,1,1-trimethyl-, iodide (1:1)HCID 2861482-Hydroxy-4-nitrobenzonitrileHCID 131725183CID 131725183

생성물 1

HCID 218754622-Amino-4-cyano-3-hydroxynitrobenzene

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Compound 477A (0.438 g, 2.67 mmol) was dissolved in 25 mL of DMSO and trimethylhydrazinium iodide (0.534 g, 2.67 mmol) was added. Sodium pentoxide (0.880 g, 8.01 mmol) was added under N2 to give a deep red solution and stirring was continued overnight at rt. The reaction mixture was poured into 50 mL of 10% HCl and extracted with EtOAc (2×25 mL). The combined organic layers were washed with water (25 mL), brine (25 mL), dried over sodium sulfate and concentrated in vacuo to give compound 477B as an oily red solid which was used directly in the next reaction without further purification.

후처리

  1. customto give a deep red solution
  2. extractionextracted with EtOAc (2×25 mL)
  3. washThe combined organic layers were washed with water (25 mL), brine (25 mL)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-95cdb00792634fedb43a506ae15bc5e7
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06953679B2

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