Ethanol → 5,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

HRID 353698노트

반응식

HRID 353698 반응식
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2=[N:6][S:7][N:8]=[C:4]2[C:3]=1[N+:12]([O-])=O.C(O)C.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:12][C:3]1[C:4]2[C:5](=[N:6][S:7][N:8]=2)[C:9]([CH3:11])=[CH:10][C:2]=1[CH3:1]

참가 물질

5

반응물 3

HCID 702EthanolHCID 24489Sodium DithioniteHCID 235115395,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole

생성물 1

HCID 120599585,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole (20 g) is warmed to ebullition in water (2.2 l) and ethanol (2.2 l) and sodium dithionite is added portionwise (strongly exothermic reaction). The reaction mixture is immediately cooled in an ice bath and extracted with ethyl acetate. The organic phase is concentrated by evaporation and the residue recrystallised in water to give 4-amino-5,7-dimethyl-2,1,3-benzothiadiazole. Mp=113-114°.

후처리

  1. customstrongly exothermic reaction)
  2. temperatureThe reaction mixture is immediately cooled in an ice bath
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic phase is concentrated by evaporation
  5. customthe residue recrystallised in water

출처 및 근거

ORD 기록
ord-e5e7b9d1e022410698d2ae555157909d
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756367B2

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